Condensed cyclic compound and organic light-emitting device including the same

ABSTRACT

A condensed cyclic compound and an organic light-emitting device including the same are provided. The organic light-emitting device includes a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode. The organic layer includes the condensed cyclic compound represented by Formula 1: 
                         
in Formula 1, A 11  is a C 1 -C 60  heterocyclic group, A 12  is a C 5 -C 60  carbocyclic group or a C 1 -C 60  heterocyclic group, X 11  is O or S, X 12  is C, X 13  is selected from N, C, and C(R 13 ), X 14  is selected from N, C, and C(R 14 ), and X 13  and X 14  are linked via a single bond or a double bond.

CROSS-REFERENCE TO RELATED APPLICATION

This application claims the benefit under 35 U.S.C. § 119 of KoreanPatent Application No. 10-2016-0127147, filed on Sep. 30, 2016, in theKorean Intellectual Property Office, the disclosure of which isincorporated by reference herein in its entirety.

TECHNICAL FIELD

Exemplary embodiments of the present disclosure relate to a condensedcyclic compound and an organic light-emitting device including the same.

DISCUSSION OF RELATED ART

Organic light-emitting devices are self-emission devices that producefull-color images and have wide viewing angles, high contrast ratios,short response times, and excellent characteristics in terms ofbrightness, driving voltage, and response speed.

An example of organic light-emitting devices may include a firstelectrode disposed on a substrate, and a hole transport region, anemission layer, an electron transport region, and a second electrodesequentially disposed on the first electrode. Holes provided from thefirst electrode may move toward the emission layer through the holetransport region, electrons provided from the second electrode may movetoward the emission layer through the electron transport region, andwhen holes and electrons meet in the emission layer, they may recombineto produce excitons. These excitons transition from an excited state toa ground state, thereby generating light.

SUMMARY

Exemplary embodiments of the present disclosure provide a condensedcyclic compound and an organic light-emitting device including the same.

According to an exemplary embodiment of the present disclosure, acondensed cyclic compound is represented by Formula 1:

In Formula 1,

A₁₁ may be a C₁-C₆₀ heterocyclic group,

A₁₂ may be a C₅-C₆₀ carbocyclic group or a C₁-C₆₀ heterocyclic group,

X₁₁ may be O or S,

X₁₂ may be C,

X₁₃ may be selected from N, C, and C(R₁₃),

X₁₄ may be selected from N, C, and C(R₁₄),

X₁₃ and X₁₄ may be linked via a single bond or a double bond, and

R₁₁ and R₁₂ may each independently be selected from a group representedby *-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),and at least one of R₁₁ and R₁₂ is a group represented by*-(L₁₁)_(a11)-(Ar₁₁)c₁₁,

b11 and b12 may each independently be selected from 1, 2, 3, 4, 5, 6, 7,8, 9, and 10.

L₁₁ may be selected from a single bond, a substituted or unsubstitutedC₅-C₆₀ carbocyclic group, and a substituted or unsubstituted C₁-C₆₀heterocyclic group,

a11 may be selected from 0, 1, 2, 3, and 4,

Ar₁₁ may be selected from —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substitutedor unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstitutedC₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),

c11 may be selected from 1, 2, 3, 4, 5, and 6,

R₁₃, R₁₄, and Q₁ to Q₃ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazine group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstitutedC₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and

. indicates a binding site to a neighboring atom.

According to an exemplary embodiment of the present disclosure, anorganic light-emitting device includes: a first electrode; a secondelectrode; an organic layer disposed between the first electrode and thesecond electrode, the organic layer including an emission layer, inwhich the organic layer may include the condensed cyclic compoundrepresented by Formula 1.

According to an exemplary embodiment of the present disclosure, anorganic light-emitting device includes: a first electrode; a secondelectrode; an organic layer disposed between the first electrode and thesecond electrode, the organic layer including a condensed cycliccompound, in which the condensed cyclic compound may include amulticyclic structure including a bicyclic structure of two fused5-member heterocyclic rings, one of the two fused 5-member heterocyclicrings may include two N atoms as hetero atoms, other one of the twofused 5-member heterocyclic rings may include O atom or S atom as ahetero atom, the multicyclic structure may include tricyclic structure,tetracyclic structure or higher order polycyclic structure, at least onehydrogen of the multicyclic structure may be substituted with F, Cl, Br,I, a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, or an organic substituent group, andthe organic substituent group may include at least one C atom andoptionally includes at least one of N, S, O, P, Si, B, F, Cl, Br, and Iatoms.

BRIEF DESCRIPTION OF THE DRAWINGS

These and/or other aspects of the present disclosure will becomeapparent and more readily appreciated from the following description ofthe embodiments, taken in conjunction with the accompanying drawings inwhich:

FIG. 1 is a schematic cross-sectional view of an organic light-emittingdevice according to an exemplary embodiment of the present disclosure;

FIG. 2 is a schematic cross-sectional view of an organic light-emittingdevice according to an exemplary embodiment of the present disclosure;

FIG. 3 is a schematic cross-sectional view of an organic light-emittingdevice according to an exemplary embodiment of the present disclosure;and

FIG. 4 is a schematic cross-sectional view of an organic light-emittingdevice according to an exemplary embodiment of the present disclosure.

Since the drawings in FIGS. 1-4 are intended for illustrative purposes,the elements in the drawings are not necessarily drawn to scale. Forexample, some of the elements may be enlarged or exaggerated for claritypurpose.

DETAILED DESCRIPTION OF THE EMBODIMENTS

The present disclosure will now be described more fully with referenceto the accompanying drawings, in which exemplary embodiments of thepresent disclosure are shown. The disclosure may, however, be embodiedin many different forms and should not be construed as being limited tothe specific exemplary embodiments set forth herein; rather, theseexemplary embodiments of the present disclosure are provided so thatthis disclosure will be thorough and complete, and will fully convey theconcept of the disclosure to those skilled in the art.

Hereinafter, exemplary embodiments of the present disclosure aredescribed in detail by referring to the accompanying drawings, and inthe drawings, like reference numerals denote like elements, and aredundant explanation thereof will not be provided.

As used herein, the singular forms “a,” “an,” and “the” are intended toinclude the plural forms as well, unless the context clearly indicatesotherwise.

It will be understood that the terms “comprises” and/or “comprising”used herein specify the presence of stated features and/or components,but do not preclude the presence or addition of one or more otherfeatures and/or components.

It will be further understood that when a layer, region, or component isreferred to as being “on” or “onto” another layer, region, or component,it may be directly or indirectly formed on or onto the other layer,region, or component. That is, for example, intervening layers, regions,or components may be present.

A condensed cyclic compound according to an exemplary embodiment of thepresent disclosure is represented by Formula 1 below:

A₁₁ in Formula 1 may be a C₁-C₆₀ heterocyclic group.

In an exemplary embodiment of the present disclosure, A₁₁ in Formula 1may be selected from a pyrrolidine group, a dihydropyrrole group, anisoindoline group, a piperidine group, a tetrahydropyridine group, adihydropyridine group, a tetrahydroisoquinoline group, adihydroisoquinoline group, an imidazole group, a pyrazole group, athiazole group, an isothiazole group, an oxazole group, an isoxazolegroup, a pyridine group, a pyrazine group, a pyrimidine group, aquinoline group, an isoquinoline group, a benzoquinoline group, aquinoxaline group, a quinazoline group, a benzimidazole group, abenzothiazole group, a benzisothiazole group, a benzoxazole group, abenzisoxazole group, a triazine group, a tetrazine group, and anazacarbazole group, but the present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, A₁₁ in Formula 1may be selected from a piperidine group, a tetrahydropyridine group, adihydropyridine group, a tetrahydroisoquinoline group, adihydroisoquinoline group, a pyridine group, a pyrazine group, apyrimidine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a quinoxaline group, a quinazoline group, atriazine group, a tetrazine group, and an azacarbazole group, but thepresent disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, A₁₁ in Formula 1may be selected from a piperidine group, a tetrahydropyridine group, adihydropyridine group, a pyridine group, a pyrazine group, a pyrimidinegroup, a triazine group, and a tetrazine group, but the presentdisclosure is not limited thereto.

A₁₂ in Formula 1 may be a C₅-C₆₀ carbocyclic group or a C₁-C₆₀heterocyclic group.

In an exemplary embodiment of the present disclosure, A₁₂ in Formula 1may be selected from a pyrrolidine group, a dihydropyrrole group, anisoindoline group, a piperidine group, a tetrahydropyridine group, adihydropyridine group, a tetrahydroisoquinoline group, adihydroisoquinoline group, an imidazole group, a pyrazole group, athiazole group, an isothiazole group, an oxazole group, an isoxazolegroup, a pyridine group, a pyrazine group, a pyrimidine group, apyridazine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a quinoxaline group, a quinazoline group, acarbazole group, an azacarbazole group, a benzimidazole group, abenzothiazole group, a benzisothiazole group, a benzoxazole group, abenzisoxazole group, a triazole group, a tetrazole group, a thiadiazolgroup, an oxadiazole group, a triazine group, a tetrazine group, abenzene group, a naphthalene group, a fluorene group, a spiro-bifluorenegroup, an indene group, a pyrrole group, a thiophene group, a furangroup, a benzofuran group, a benzothiophene group, a dibenzofuran group,and a dibenzothiophene group, but the present disclosure is not limitedthereto.

In an exemplary embodiment of the present disclosure, A₁₂ in Formula 1may be selected from a piperidine group, a tetrahydropyridine group, adihydropyridine group, a tetrahydroisoquinoline group, adihydroisoquinoline group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, a quinoline group, an isoquinolinegroup, a benzoquinoline group, a quinoxaline group, a quinazoline group,a carbazole group, an azacarbazole group, a triazine group, a tetrazinegroup, a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, an indene group, a benzofuran group, abenzothiophene group, a dibenzofuran group, and a dibenzothiophenegroup, but the present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, A₁₂ in Formula 1may be selected from a piperidine group, a tetrahydropyridine group, adihydropyridine group, a pyridine group, a pyrazine group, a pyrimidinegroup, a pyridazine group, a triazine group, a tetrazine group, and abenzene group, but the present disclosure is not limited thereto.

X₁₁ in Formula 1 may be O or S.

X₁₂ in Formula 1 may be C.

X₁₃ in Formula 1 may be selected from N, C, and C(R₁₃), wherein R₁₃ maybe the same as described below. For example, X₁₃ in Formula 1 may be C,but the present disclosure is not limited thereto.

X₁₄ in Formula 1 may be selected from N, C, and C(R₁₄), wherein R₁₄ maybe the same as described below. For example, X₁₄ in Formula 1 may be C,but the present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, in Formula 1, X₁₃may be C and X₁₄ may be C, but the present disclosure is not limitedthereto.

X₁₃ and X₁₄ in Formula 1 may be linked via a single bond or a doublebond.

In an exemplary embodiment of the present disclosure, Formula 1 mayinclude a multicyclic structure, and a bicyclic structure of two fused5-member heterocyclic rings in the multicyclic structure. One of the twofused 5-member heterocyclic rings may include two N atoms as heteroatoms, and the other one of the two fused 5-member heterocyclic ringsmay include O atom or S atom as a hetero atom. The multicyclic structuremay include tricyclic structure, tetracyclic structure or higher orderpolycyclic structure.

When X₁₃ and X₁₄ in Formula 1 is linked via a double bond, the two fused5-member heterocyclic rings may become two fused 5-member heteroarylrings. For example, an imidazole heteroaryl ring may be fused with afuran heteroaryl ring or a thiophene heteroaryl ring to form a bicyclicstructure as part of the Formula 1.

R₁₁ and R₁₂ in Formula 1 may each independently be selected from a grouprepresented by *-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedC₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂), and at least one of R₁₁and R₁₂ may be a group represented by *-(L₁₁)_(a11)-(Ar₁₁)c₁₁.

Q₁ to Q₃ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedC₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and L₁₁, a11, Ar₁₁, and c11 may be the same as described below.

In an exemplary embodiment of the present disclosure, R₁₁ and R₁₂ inFormula 1 may each independently be selected from:

a group represented by *-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F,—Cl, —Br, —I, a cyano group, a C₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxygroup;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a cyano group, aphenyl group, and a biphenyl group;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a perylenyl group, apentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an indolyl group, an isoindolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, an isoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, aquinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, a benzofuranyl group, abenzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosiloryl group,a benzocarbazoryl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a perylenyl group, apentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an indolyl group, an isoindolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, an isoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, aquinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, a benzofuranyl group, abenzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a cyano group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a biphenyl group, a terphenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, an indacenyl group,an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenylgroup, a pentacenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, a silolyl group, an imidazolyl group, a pyrazolyl group,a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an indolyl group, an isoindolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, an isoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinylgroup, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinylgroup, a phenanthridinyl group, an acridinyl group, a phenanthrolinylgroup, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group,a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, an indolocarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂),and —P(═S)(Q₃₁)(Q₃₂); and

—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),

wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ may each independently be selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group, but the present disclosure is not limitedthereto.

In an exemplary embodiment of the present disclosure, R₁₁ and R₁₂ inFormula 1 may each independently be selected from:

a group represented by *-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F,—Cl, —Br, —I, a cyano group, and a C₁-C₂₀ alkyl group;

a C₁-C₂₀ alkyl group, substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, and a cyano group;

groups represented by Formulae 5-1 to 5-138; and

—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂), but the presentdisclosure is not limited thereto:

In Formulae 5-1 to 5-138.

X₅₁ may be selected from O, S, N(R₅₁), and C(R₅₁)(R₆₀),

X₅₂ may be N or C(R₅₂), X₅₃ may be N or C(R₅₃), X₅₄ may be N or C(R₅₄),X₅₅ may be N or C(R₅₅), X₅₆ may be N or C(R₅₆), X₅₇ may be N or C(R₅₇),X₅₈ may be N or C(R₅₈), and X₅₉ may be N or C(R₅₉),

R₅₁ to R₆₀ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a thiophenyl group, a furanyl group, a silolyl group, acarbazolyl group, an indolyl group, an isoindolyl group, a benzofuranylgroup, a benzothiophenyl group, a benzosilolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃),—N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)(Q₃₁), —S(═O)₂(Q₃₁),—P(═O)(Q₃₁)(Q₃₂), and —P(═S)(Q₃₁)(Q₃₂),

Q₁ to Q₃ and Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₆₀alkyl group, a phenyl group, a biphenyl group, and a terphenyl group,

b51 may be selected from 1, 2, 3, 4, and 5,

b52 may be selected from 1, 2, 3, 4, 5, 6, and 7,

b53 may be selected from 1, 2, 3, 4, 5, 6, 7, 8, and 9,

b54 may be selected from 1, 2, 3, and 4,

b55 may be selected from 1, 2, and 3,

b56 may be 1 or 2,

b57 may be selected from 1, 2, 3, 4, 5, and 6, and

* indicates a binding site to a neighboring atom.

In Formulae 5-1 to 5-138. b51 to b57 indicate the number of sites aresubstituted. When any of b51 to b57 in any of Formulae 5-1 to 5-138 istwo or more for any of the corresponding R₅₁ and R₅₂, two or more of thecorresponding R₅₁(s) and R₅₂(s) may be identical to or different fromeach other. For example, in Formula 5-128, the b54 for R₅₁ in (R₅₁)b₅₄may be 3, then 2 or 3 of these 3 R₅₁(s) may be identical, or all 3 aredifferent from each other.

In an exemplary embodiment of the present disclosure, R₁₁ and R₁₂ inFormula 1 may each independently be selected from:

a group represented by *-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F,—Cl, —Br, —I, a cyano group, a methyl group, an ethyl group, an n-propylgroup, an iso-propyl group, an n-butyl group, an iso-butyl group, asec-butyl group, and a tert-butyl group;

a methyl group, an ethyl group, an n-propyl group, an iso-propyl group,an n-butyl group, an iso-butyl group, a sec-butyl group, and atert-butyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, and a cyano group; and

a phenyl group, a naphthyl group, and a pyridinyl group, but the presentdisclosure is not limited thereto.

b11 and b12 in Formula 1 indicate the number of R₁₁(s) and the number ofR₁₂(s), respectively. b11 and b12 in Formula 1 may each independently beselected from 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10. When b11 and b12 inFormula 1 are each two or more, two or more R₁₁(s) may be identical toor different from each other and two or more R₁₂(s) may be identical toor different from each other.

L₁₁ in Formula 1 may be selected from a single bond, a substituted orunsubstituted C₅-C₆₀ carbocyclic group, and a substituted orunsubstituted C₁-C₆₀ heterocyclic group.

In an exemplary embodiment of the present disclosure, L₁₁ in Formula 1may be selected from:

a single bond, a benzene group, a pentalene group, an indene group, anaphthalene group, an azulene group, a heptalene group, an indacenegroup, an acenaphthalene group, a fluorene group, a spiro-bifluorenegroup, a benzofluorene group, a dibenzofluorene group, a phenalenegroup, a phenanthrene group, an anthracene group, a fluoranthene group,a triphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, a hexacenegroup, a pentacene group, a rubicene group, a coronene group, an ovalenegroup, a pyrrole group, a thiophene group, a furan group, a silolegroup, a carbazole group, an indole group, an isoindole group, abenzofuran group, a benzothiophene group, a benzosilole group, adibenzofuran group, a dibenzothiophene group, a benzocarbazole group, adibenzocarbazole group, a dibenzosilole group, a pyridine group, animidazole group, a pyrazole group, a thiazole group, an isothiazolegroup, an oxazole group, an isoxazole group, a thiadiazol group, anoxadiazole group, a pyrazine group, a pyrimidine group, a pyridazinegroup, a triazine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a phthalazine group, a naphthyridine group, aquinoxaline group, a quinazoline group, a cinnoline group, aphenanthridine group, an acridine group, a phenanthroline group, aphenazine group, a benzimidazole group, a benzothiazole group, abenzisothiazole group, a benzoxazole group, a benzisoxazole group, atriazole group, a tetrazole group, an imidazopyridinyl group, animidazopyrimidinyl group, and an azacarbazole group; and

a benzene group, a pentalene group, an indene group, a naphthalenegroup, an azulene group, a heptalene group, an indacene group, anacenaphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, a hexacenegroup, a pentacene group, a rubicene group, a coronene group, an ovalenegroup, a pyrrole group, a thiophene group, a furan group, a silolegroup, a carbazole group, an indole group, an isoindole group, abenzofuran group, a benzothiophene group, a benzosilole group, adibenzofuran group, a dibenzothiophene group, a benzocarbazole group, adibenzocarbazole group, a dibenzosilole group, a pyridine group, animidazole group, a pyrazole group, a thiazole group, an isothiazolegroup, an oxazole group, an isoxazole group, a thiadiazol group, anoxadiazole group, a pyrazine group, a pyrimidine group, a pyridazinegroup, a triazine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a phthalazine group, a naphthyridine group, aquinoxaline group, a quinazoline group, a cinnoline group, aphenanthridine group, an acridine group, a phenanthroline group, aphenazine group, a benzimidazole group, a benzothiazole group, abenzisothiazole group, a benzoxazole group, a benzisoxazole group, atriazole group, a tetrazole group, an imidazopyridinyl group, animidazopyrimidinyl group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,a silolyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a benzosilolylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolylgroup, a pyridinyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinylgroup, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinyl group, a phenanthridinyl group, an acridinyl group,a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group, abenzisoxazolyl group, a triazolyl group, a tetrazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazorylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), and —P(═S)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group, but thepresent disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, L₁₁ in Formula 1may be selected from:

a single bond, a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a perylene group,a thiophene group, a furan group, a silole group, a carbazole group, anindole group, an isoindole group, a benzofuran group, a benzothiophenegroup, a benzosilole group, a dibenzofuran group, a dibenzothiophenegroup, a benzocarbazole group, a dibenzocarbazole group, and adibenzosilole group; and

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a perylene group,a thiophene group, a furan group, a silole group, a carbazole group, anindole group, an isoindole group, a benzofuran group, a benzothiophenegroup, a benzosilole group, a dibenzofuran group, a dibenzothiophenegroup, a benzocarbazole group, a dibenzocarbazole group, and adibenzosilole group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a thiophenyl group, a furanyl group, a silolyl group, acarbazolyl group, an indolyl group, an isoindolyl group, a benzofuranylgroup, a benzothiophenyl group, a benzosilolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃),—N(Q₃₁)(Q₃₂), and —B(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₆₀alkyl group, a phenyl group, a biphenyl group, and a terphenyl group,but the present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, L₁₁ in Formula 1may be selected from groups represented by Formulae 3-1 to 3-41, but thepresent disclosure is not limited thereto:

In Formulae 3-1 to 3-41,

X₃₁ may be O or S,

X₃₂ may be selected from O, S, N(R₃₃), and C(R₃₃)(R₃₄),

R₃₁ to R₃₄ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a thiophenyl group, a furanyl group, a silolyl group, acarbazolyl group, an indolyl group, an isoindolyl group, a benzofuranylgroup, a benzothiophenyl group, a benzosilolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃),—N(Q₃₁)(Q₃₂), and —B(Q₃₁)(Q₃₂),

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₆₀ alkyl group,a phenyl group, a biphenyl group, and a terphenyl group,

b31 may be selected from 1, 2, 3, and 4,

b32 may be selected from 1, 2, 3, 4, 5, and 6,

b33 may be selected from 1, 2, 3, 4, 5, 6, 7, and 8,

b34 may be selected from 1, 2, 3, 4, and 5,

b35 may be selected from 1, 2, and 3,

b36 may be 1 or 2, and

* and *′ each indicates a binding site to a neighboring atom.

a11 in Formula 1 indicates the repeating number of L₁₁(s). a11 inFormula 1 may be selected from 0, 1, 2, 3, and 4. When a11 in Formula 1is zero, (L₁₁)_(a11) may be a single bond. When a11 in Formula 1 is twoor more, two or more L₁₁(s) may be identical to or different from eachother.

In Formulae 3-1 to 3-41, b31 to b36 indicate the number of sites aresubstituted. When any of b31 to b36 in any of Formulae 3-1 to 3-41 istwo or more for any of the corresponding R₃₁ to R₃₄, two or more of thecorresponding R₃₁(s) to R₃₄(s) may be identical to or different fromeach other. For example, in Formula 3-40, the b31 for R₃₂ in (R₃₂)b₃₁may be 3, then 2 or 3 of these 3 R₃₂(s) may be identical, or all 3 aredifferent from each other.

In an exemplary embodiment of the present disclosure, a11 in Formula 1may be selected from 0, 1, and 2, but the present disclosure is notlimited thereto.

Ar₁₁ in Formula 1 may be selected from —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstitutedC₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

In an exemplary embodiment of the present disclosure, Ar₁₁ in Formula 1may be selected from:

—F, —Cl, —Br, —I, a cyano group, a C₁-C₂₀ alkyl group, and a C₁-C₂₀alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a cyano group, aphenyl group, and a biphenyl group;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a perylenyl group, apentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an indolyl group, an isoindolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, an isoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, aquinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, a benzofuranyl group, abenzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a thazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a perylenyl group, apentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an indolyl group, an isoindolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, an isoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, aquinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, a benzofuranyl group, abenzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a cyano group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a biphenyl group, a terphenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, an indacenyl group,an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenylgroup, a pentacenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, a silolyl group, an imidazolyl group, a pyrazolyl group,a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an indolyl group, an isoindolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, an isoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinylgroup, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinylgroup, a phenanthridinyl group, an acridinyl group, a phenanthrolinylgroup, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group,a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, an indolocarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂),and —P(═S)(Q₃₁)(Q₃₂); and

—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),

wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ may each independently be selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group, but the present disclosure is not limitedthereto.

In an exemplary embodiment of the present disclosure, Ar₁₁ in Formula 1may be selected from:

—F, —Cl, —Br, —I, a cyano group, and a C₁-C₂₀ alkyl group;

a C₁-C₂₀ alkyl group, substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, and a cyano group;

groups represented by Formulae 5-1 to 5-138; and

—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be selected from a C₁-C₆₀ alkylgroup, a phenyl group, a biphenyl group, and a terphenyl group, but thepresent disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, Ar₁₁ in Formula 1may be selected from:

—F, —Cl, —Br, —I, a cyano group, a methyl group, an ethyl group, ann-propyl group, an iso-propyl group, an n-butyl group, an iso-butylgroup, a sec-butyl group, and a tert-butyl group;

a methyl group, an ethyl group, an n-propyl group, an iso-propyl group,an n-butyl group, an iso-butyl group, a sec-butyl group, and atert-butyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, and a cyano group;

groups represented by Formulae 6-1 to 6-257; and

—S(═O)(Ph), —S(═O)₂(Ph), —P(═O)(Ph)₂, and —P(═S)(Ph)₂, but the presentdisclosure is not limited thereto:

In Formulae 6-1 to 6-257,

t-Bu indicates a tert-butyl group,

Ph indicates a phenyl group,

1-Naph indicates a 1-naphthyl group,

2-Naph indicates a 2-naphthyl group, and

* indicates a binding site to a neighboring atom.

c11 in Formula 1 indicates the substitution number of Ar₁₁(s). c11 inFormula 1 may be selected from 1, 2, 3, 4, 5, and 6. When c11 in Formula1 is two or more, two or more Ar₁₁(s) may be identical to or differentfrom each other.

In an exemplary embodiment of the present disclosure, c11 in Formula 1may be selected from 1, 2, and 3, but the present disclosure is notlimited thereto.

R₁₃ and R₁₄ in Formula 1 may each independently be selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstitutedC₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

In an exemplary embodiment of the present disclosure, R₁₃ and R₁₄ inFormula 1 may each independently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, a methyl group, anethyl group, an n-propyl group, an iso-propyl group, an n-butyl group,an iso-butyl group, a sec-butyl group, and a tert-butyl group;

a methyl group, an ethyl group, an n-propyl group, an iso-propyl group,an n-butyl group, an iso-butyl group, a sec-butyl group, and atert-butyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, and a cyano group; and

a phenyl group, a naphthyl group, and a pyridinyl group, but the presentdisclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the condensedcyclic compound represented by Formula 1 may be represented by Formula1-1, but the present disclosure is not limited thereto:

In Formula 1-1.

Y₁₁ to Y₁₈ may each independently be selected from N, C(R_(x)), andC(R_(y)), provided that at least one of Y₁₁ to Y₁₈ is C(R_(y)),

R_(x) may be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),

R_(y) may be a group represented by *-(L₁₁)_(a11)-(Ar₁₁)_(c11),

X₁₁, L₁₁, a11, Ar₁₁, c11, and Q₁ to Q₃ may be the same as described inconnection with Formula 1, and

. indicates a binding site to a neighboring atom.

In an exemplary embodiment of the present disclosure, in Formula 1-1.Y₁₁ may be C(R_(y)) and Y₁₂ to Y₁₈ may each independently be selectedfrom N, C(R_(x)), and C(R_(y));

Y₁₂ may be C(R_(y)), and Y₁₁ and Y₁₃ to Y₁₈ may each independently beselected from N, C(R_(x)), and C(R_(y));

Y₁₃ may be C(R_(y)), and Y₁₁, Y₁₂, and Y₁₄ to Y₁₈ may each independentlybe selected from N, C(R_(x)), and C(R_(y));

Y₁₄ may be C(R_(y)), and Y₁₁ to Y₁₃ and Y₁₅ to Y₁₈ may eachindependently be selected from N, C(R_(x)), and C(R_(y));

Y₁₅ may be C(R_(y)), and Y₁₁ to Y₁₄ and Y₁₆ to Y₁₈ may eachindependently be selected from N, C(R_(x)), and C(R_(y));

Y₁₆ may be C(R_(y)), and Y₁₁ to Y₁₅, Y₁₇, and Y₁₈ may each independentlybe selected from N, C(R_(x)), and C(R_(y));

Y₁₇ may be C(R_(y)), and Y₁₁ to Y₁₆ and Y₁₈ may each independently beselected from N, C(R_(x)), and C(R_(y)); or

Y₁₈ may be C(R_(y)), and Y₁₁ to Y₁₇ may each independently be selectedfrom N, C(R_(x)), and C(R_(y)), but the present disclosure is notlimited thereto.

In an exemplary embodiment of the present disclosure, Formula 1-1 mayinclude a tetracyclic structure including 4 fused aromatic rings. Atleast one hydrogen of the tetracyclic structure may be substituted withF, Cl, Br, I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, or an organic substituentgroup. The organic substituent group may include at least one C atom,and may optionally include at least one of N, S, O, P, Si, B, F, Cl, Br,and I atoms.

In an exemplary embodiment of the present disclosure, the condensedcyclic compound represented by Formula 1 may be represented by one ofFormulae 1-11 to 1-18, 1-21 to 1-27, 1-31 to 1-37, 1-41 to 1-47, 1-51 to1-57, 1-61 to 1-67, 1-71 to 1-77, and 1-81 to 1-87, but the presentdisclosure is not limited thereto:

In Formulae 1-11 to 1-18, 1-21 to 1-27, 1-31 to 1-37, 1-41 to 1-47, 1-51to 1-57, 1-61 to 1-67, 1-71 to 1-77, and 1-81 to 1-87.

R_(11a), R_(11b), R_(11c), R_(11d), R_(12a), R_(12b), R_(12c), andR_(12d) may each independently be selected from hydrogen, deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazine group, a hydrazono group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedC₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂), and

X₁₁, L₁₁, a11, Ar₁₁, c11, and Q₁ to Q₃ may be the same as described inconnection with Formula 1.

In an exemplary embodiment of the present disclosure, in Formulae 1-11to 1-18, 1-21 to 1-27, 1-31 to 1-37, 1-41 to 1-47, 1-51 to 1-57, 1-61 to1-67, 1-71 to 1-77, and 1-81 to 1-87, R_(11a), R_(11b), R_(11c),R_(11d), R_(12a), R_(12b), R_(12c), and R_(12d) may each independentlybe selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, a methyl group, anethyl group, an n-propyl group, an iso-propyl group, an n-butyl group,an iso-butyl group, a sec-butyl group, and a tert-butyl group;

a methyl group, an ethyl group, an n-propyl group, an iso-propyl group,an n-butyl group, an iso-butyl group, a sec-butyl group, and atert-butyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, and a cyano group; and

a phenyl group, a naphthyl group, and a pyridinyl group, but the presentdisclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the condensedcyclic compound represented by Formula 1 may be represented by one ofFormulae 1-12, 1-13, 1-14, 1-17, and 1-22, but the present disclosure isnot limited thereto.

In an exemplary embodiment of the present disclosure, the condensedcyclic compound represented by Formula 1 may be selected from Compounds1 to 211, but the present disclosure is not limited thereto:

Since the condensed cyclic compound represented by Formula 1 includes astructure represented by

the condensed cyclic compound may be rigid. Thus, the condensed cycliccompound represented by Formula 1 may have enhanced physical, chemical,photochemical and/or electrochemical stability. Accordingly, an organiclight-emitting device including the condensed cyclic compoundrepresented by Formula 1 may exhibit long lifespan characteristics,enhanced storage stability, and/or enhanced reliability.

The condensed cyclic compound represented by Formula 1 includes at leasttwo nitrogen atoms and one oxygen or sulfur atom in the structurerepresented by

Due to the inclusion of the at least two nitrogen atoms, repulsionbetween hydrogen atoms included in a benzene ring may be reduced betweenneighboring molecules. Since a chalcogen atom such as O or S isincluded, an attraction between molecules may increase. Due to these twoeffects, molecules of the condensed cyclic compound may exhibit a densepacking tendency, resulting in an increase in charge mobility.

The condensed cyclic compound represented by Formula 1 has a structurein which two 5-membered rings are condensed with each other, like thestructure represented by

Accordingly, since hydrogen (for example, hydrogen of C—H) exists in thestructure in which the two 5-membered rings are condensed with eachother, steric hindrance caused by a neighboring hydrogen (for example,in the α-position) in a molecule may be excluded. Thus, condensed cycliccompound represented by Formula 1 has a planar structure and/or a rigidstructure. Accordingly, an organic tight-emitting device including thecondensed cyclic compound represented by Formula 1 may exhibit longlifespan characteristics, enhanced storage stability, and/or enhancedreliability.

The condensed cyclic compound of Formula 1 may be used between a pair ofelectrodes of an organic light-emitting device.

An exemplary embodiment of the present disclosure provides an organiclight-emitting device that includes: a first electrode; a secondelectrode; and an organic layer between the first electrode and thesecond electrode, the organic layer including an emission layer, whereinthe organic layer includes the condensed cyclic compound represented byFormula 1.

In an exemplary embodiment of the present disclosure, the firstelectrode may be an anode, the second electrode may be a cathode, theorganic layer may further include an electron transport region betweenthe second electrode and the emission layer, and the electron transportregion may include the condensed cyclic compound, but the presentdisclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the electrontransport region may further include an electron transport layer and anelectron injection layer.

The electron transport layer may include the condensed cyclic compound,and the electron injection layer may include an alkali metal, analkaline earth metal, a rare earth metal, an alkali metal compound, analkaline earth metal compound, a rare earth metal compound, an alkalimetal complex, an alkaline earth metal complex, a rare earth metalcomplex, or a combination thereof, but the present disclosure is notlimited thereto.

The expression “(an organic layer) includes at least one condensedcyclic compound” used herein may include a case in which “(an organiclayer) includes identical condensed cyclic compounds represented byFormula 1” and a case in which “(an organic layer) includes two or moredifferent condensed cyclic compounds represented by Formula 1.”

In an exemplary embodiment of the present disclosure, the organic layermay include, as the condensed cyclic compound, only Compound 1. In thisregard, Compound 1 may exist in an emission layer of the organiclight-emitting device. In an exemplary embodiment of the presentdisclosure, the organic layer may Include, as the condensed cycliccompound, Compound 1 and Compound 2. In this regard. Compound 1 andCompound 2 may exist in the same layer (for example, Compound 1 andCompound 2 may all exist in an electron transport layer), or differentlayers (for example, Compound 1 may exist in an electron transport layerand Compound 2 may exist in an emission layer).

The organic layer includes i) a hole transport region that is disposedbetween the first electrode (anode) and the emission layer and includesat least one of a hole injection layer, a hole transport layer, a bufferlayer, and an electron blocking layer, and ii) an electron transportregion that is disposed between the emission layer and the secondelectrode (cathode) and includes at least one selected from a holeblocking layer, an electron transport layer, and an electron injectionlayer. At least one of the hole transport region and the emission layermay include at least one of the condensed cyclic compounds representedby Formula 1. In an exemplary embodiment of the present disclosure, theelectron transport region of the organic light-emitting device mayinclude at least one of the organometallic compounds represented byFormula 1.

The term “organic layer” used herein refers to a single layer and/or aplurality of layers disposed between the first electrode and the secondelectrode of the organic light-emitting device. A material included inthe “organic layer” is not limited to an organic material.

[Description of FIG. 1]

FIG. 1 is a schematic view of an organic light-emitting device 10according to an exemplary embodiment of the present disclosure. Theorganic light-emitting device 10 includes a first electrode 110, anorganic layer 150, and a second electrode 190.

Hereinafter, the structure of the organic light-emitting device 10according to an exemplary embodiment of the present disclosure and amethod of manufacturing the organic light-emitting device 10 will bedescribed in connection with FIG. 1.

[First Electrode 110]

In FIG. 1, a substrate may be additionally disposed under the firstelectrode 110 or above the second electrode 190. The substrate may be aglass substrate or a plastic substrate, each having excellent mechanicalstrength, thermal stability, transparency, surface smoothness, ease ofhandling, and water-resistance.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode 110 on the substrate. When thefirst electrode 110 is an anode, the material (or the first electrode110 may be selected from materials with high work function to facilitatehole injection.

The first electrode 110 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode. When the firstelectrode 110 is a transmissible electrode, a material for forming thefirst electrode 110 may be selected from indium tin oxide (ITO), indiumzinc oxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO), and anycombinations thereof, but the present disclosure is not limited thereto.In an exemplary embodiment of the present disclosure, when the firstelectrode 110 is a semi-transmissible electrode or a resectableelectrode, a material for forming the first electrode 110 may beselected from magnesium (Mg), silver (Ag), aluminum (Al),aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In),magnesium-silver (Mg—Ag), and any combinations thereof, but the presentdisclosure is not limited thereto.

The first electrode 110 may have a single-layered structure, or amulti-layered structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO,but the present disclosure is not limited thereto.

[Organic Layer 150]

The organic layer 150 is disposed on the first electrode 110. Theorganic layer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regiondisposed between the first electrode 110 and the emission layer, and anelectron transport region disposed between the emission layer and thesecond electrode 190.

[Hole Transport Region in Organic Layer 150]

The hole transport region may have i) a single-layered structureincluding a single layer which includes a single material, ii) asingle-layered structure including a single layer which includes aplurality of different materials, or iii) a multi-layered structurehaving a plurality of layers which include a plurality of differentmaterials.

The hole transport region may include at least one layer selected from ahole injection layer (HIL), a hole transport layer (HTL), an emissionauxiliary layer, and an electron blocking layer (EBL).

In an exemplary embodiment of the present disclosure, the hole transportregion may have a single-layered structure including a single layerwhich includes a plurality of different materials, or a multi-layeredstructure having a hole injection layer/hole transport layer structure,a hole injection layer/hole transport layer/emission auxiliary layerstructure, a hole injection layer/emission auxiliary layer structure, ahole transport layer/emission auxiliary layer structure, or a holeinjection layer/hole transport layer/electron blocking layer structure,in which for each structure, constituting layers are sequentiallystacked on and from the first electrode 110 in this stated order, butthe present disclosure is not limited thereto.

The hole transport region may include at least one selected from4,4′,4″-tris(3-methylphenylphenylamino)triphenylamine (m-MTDATA),4,4′,4″-tris(N,N-diphenylamino)triphenylamine (TDATA),4,4′,4″-tris{N-(2-naphthyl)-N-phenylamino}-triphenylamine (2-TNATA),N,N′-di(naphthalene-1-yl)-N,N′-diphenylbenzidine (NPB, NPD), β-NPB,N,N′-bis(3-methylphenyl)-N,N′-diphenyl-[1,1′-biphenyl]4,4′-diamine(TPD), Spiro-TPD, Spiro-NPB, methylated-NPB,4,4′-cyclohexylidenebis[N,N-bis(4-methylphenyl)benzenamine] (TAPC),4,4′-bis[N,N′-(3-tolyl)amino]-3,3′-dimethylbiphenyl (HMTPD),4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA),polyaniline/dodecylbenzenesulfonic acid (Pani/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonic acid (Pani/CSA),polyaniline/poly(4-styrenesulfonate) (Pani/PSS), a compound representedby Formula 201, and a compound represented by Formula 202:

In Formulae 201 and 202,

L₂₀₁ to L₂₀₄ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group;

L₂₀₅ may be selected from *—O—*′, *—S—′, *—N(Q₂₀₁)-*′, a substituted orunsubstituted C₁-C₂₀ alkylene group, a substituted or unsubstitutedC₂-C₂₀ alkenylene group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xa1 to xa4 may each independently be an integer from 0 to 3,

xa5 may be an integer from 1 to 10,

R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

In an exemplary embodiment of the present disclosure, in Formula 202,R₂₀₁ and R₂₀₂ may optionally be linked via a single bond, adimethyl-methylene group, or a diphenyl-methylene group, and R₂₀₃ andR₂₀₄ may optionally be linked via a single bond, a dimethyl-methylenegroup, or a diphenyl-methylene group.

In an exemplary embodiment of the present disclosure, in Formulae 201and 202.

L₂₀₁ to L₂₀₅ may each independently be selected from:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthyene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group;

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In an exemplary embodiment of the present disclosure, xa1 to xa4 mayeach independently be 0, 1, or 2.

In an exemplary embodiment of the present disclosure, xa5 may be 1, 2,3, or 4.

In an exemplary embodiment of the present disclosure, R₂₀₁ to R₂₀₄ andQ₂₀₁ may each independently be selected from a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group,a carbazolyl group, an indolyl group, an isoindolyl group, abenzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a dibenzosilolyl group, and a pyridinyl group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂(Q₃₃), and —N(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may be the same as described above.

In an exemplary embodiment of the present disclosure, at least one fromR₂₀₁ to R₂₀₃ in Formula 201 may each independently be selected from:

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group and a dibenzothiophenyl group; and

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkylgroup, a phenyl group substituted with —F, a naphthyl group, a fluorenylgroup, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranylgroup, and a dibenzothiophenyl group, but the present disclosure is notlimited thereto.

In an exemplary embodiment of the present disclosure, in Formula 202, i)R₂₀₁ and R₂₀₂ may be linked via a single bond, and/or ii) R₂₀₃ and R₂₀₄may be linked via a single bond.

In an exemplary embodiment of the present disclosure, at least one fromR₂₀₁ to R₂₀₄ in Formula 202 may be selected from:

a carbazolyl group; and

a carbazolyl group, substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, acarbazolyl group, a dibenzofuranyl group and a dibenzothiophenyl group,but the present disclosure is not limited thereto.

The compound represented by Formula 201 may be represented by Formula201A:

In an exemplary embodiment of the present disclosure, the compoundrepresented by Formula 201 may be represented by Formula 201A(1) below,but the present disclosure is not limited thereto:

In an exemplary embodiment of the present disclosure, the compoundrepresented by Formula 201 may be represented by Formula 201A-1 below,but the present disclosure is not limited thereto:

In an exemplary embodiment of the present disclosure, the compoundrepresented by Formula 202 may be represented by Formula 202A:

In an exemplary embodiment of the present disclosure, the compoundrepresented by Formula 202 may be represented by Formula 202A-1:

In Formulae 201A, 201A(1), 201A-1, 202A, and 202A-1,

L₂₀₁ to L₂₀₃, xa1 to xa3, xa5 and R₂₀₂ to R₂₀₄ may be the same asdescribed above,

R₂₁₁ and R₂₁₂ may be the same as described in connection with R₂₀₃, and

R₂₁₃ to R₂₁₇ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group.

The hole transport region may include at least one compound selectedfrom Compounds HT1 to HT39, but the present disclosure is not limitedthereto:

A thickness of the hole transport region may be in a range of about 100Å to about 10,000 Å, for example, about 100 Å to about 1,000 Å. When thehole transport region includes at least one of a hole injection layerand a hole transport layer, a thickness of the hole injection layer maybe in a range of about 100 Å to about 9,000 Å, for example, about 100 Åto about 1,000 Å, and a thickness of the hole transport layer may be ina range of about 50 Å to about 2,000 Å, for example about 100 Å to about1,500 Å. When the thicknesses of the hole transport region, the holeinjection layer and the hole transport layer are within these ranges,satisfactory hole transporting characteristics may be obtained without asubstantial increase in driving voltage.

The emission auxiliary layer may increase light-emission efficiency bycompensating for an optical resonance distance according to thewavelength of light emitted by an emission layer, and the electronblocking layer may block the flow of electrons from an electrontransport region. The emission auxiliary layer and the electron blockinglayer may include the materials as described above.

[P-Dopant]

The hole transport region may further include, in addition to thesematerials, a charge-generation material for the enhancement ofconductive properties. The charge-generation material may behomogeneously or non-homogeneously dispersed in the hole transportregion.

The charge-generation material may be, for example, a p-dopant.

In an exemplary embodiment of the present disclosure, a lowestunoccupied molecular orbital (LUMO) of the p-dopant may be −3.5 eV orless.

The p-dopant may include at least one selected from a quinonederivative, a metal oxide, and a cyano group-containing compound, butthe present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the p-dopant maybe selected from:

a quinone derivative, such as tetracyanoquinodimethane (TCNQ) and2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

a metal oxide, such as tungsten oxide or molybdenum oxide;

1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

a compound represented by Formula 221,

but the present disclosure is not limited thereto:

In Formula 221,

R₂₂₁ to R₂₂₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, in which at least onefrom R₂₂₁ to R₂₂₃ may have at least one substituent selected from acyano group, —F, —Cl, —Br, —I, a C₁-C₂₀ alkyl group substituted with —F,a C₁-C₂₀ alkyl group substituted with —Cl, a C₁-C₂₀ alkyl groupsubstituted with —Br, and a C₁-C₂₀ alkyl group substituted with —I.

[Emission Layer in Organic Layer 150]

When the organic light-emitting device 10 is a full-color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub-pixel. In an exemplary embodiment of the presentdisclosure, the emission layer may have a stacked structure of two ormore layers selected from a red emission layer, a green emission layer,and a blue emission layer, in which the two or more layers contact eachother or are separated from each other. In an exemplary embodiment ofthe present disclosure, the emission layer may include two or morematerials selected from a red-light emission material, a green-lightemission material, and a blue-light emission material, in which the twoor more materials are mixed with each other in a single layer to emitwhite light.

The emission layer may include a host and a dopant. The dopant mayinclude at least one selected from a phosphorescent dopant and afluorescent dopant.

An amount of the dopant in the emission layer may be, in general, in arange of about 0.01 parts to about 15 parts by weight based on 100 partsby weight of the host, but the present disclosure is not limitedthereto.

A thickness of the emission layer may be in a range of about 100 Å toabout 1,000 Å, for example, about 200 Å to about 600 Å. When thethickness of the emission layer is within this range, excellentlight-emission characteristics may be obtained without a substantialincrease in driving voltage.

[Host in Emission Layer]

In an exemplary embodiment of the present disclosure, the host mayinclude a compound represented by Formula 301 below.[Ar₃₀₁]_(xb11)-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb21)  <Formula 301>

In Formula 301,

Ar₃₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xb11 may be 1, 2, or 3,

L₃₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xb1 may be an integer from 0 to 5,

R₃₀₁ may be selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), —N(Q₃₀₁)(Q₃₀₂),—B(Q₃₀₁)(Q₃₀₂), —C(═O)(Q₃₀₁), —S(═O)₂(Q₃₀₁), and —P(═O)(Q₃₀₁)(Q₃₀₂),

xb21 may be an integer from 1 to 5, and

Q₃₀₁ to Q₃₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group and a naphthyl group, but the present disclosure is notlimited thereto.

In an exemplary embodiment of the present disclosure, Ar₃₀₁ in Formula301 may be selected from:

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup;

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a naphthyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group, but the present disclosure is not limitedthereto.

When xb11 in Formula 301 is two or more, two or more Ar301(s) may belinked via a single bond.

In an exemplary embodiment of the present disclosure, the compoundrepresented by Formula 301 may be represented by Formula 301-1 or 301-2:

In Formulae 301-1 and 301-2,

A₃₀₁ to A₃₀₄ may each independently be selected from a benzene group, anaphthalene group, a phenanthrene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a pyridine group,a pyrimidine group, an indene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,an indole group, a carbazole group, a benzocarbazole group, adibenzocarbazole group, a furan group, a benzofuran group, adibenzofuran group, a naphthofuran group, a benzonaphthofuran group, adinaphthofuran group, a thiophene group, a benzothiophene group, adibenzothiophene group, a naphthothiophene group, abenzonaphthothiophene group, and a dinaphthothiophene group,

X₃₀₁ may be O, S, or N-[(L₃₀₄)_(xb4)-R₃₀₄],

R₃₁₁ to R₃₁₄ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

xb22 and xb23 may each independently be 0, 1, or 2.

L₃₀₁, xb1, R₃₀₁, and Q₃₁ to Q₃₃ may be the same as described above,

L₃₀₂ to L₃₀₄ may be the same as described in connection with L₃₀₁,

xb2 to xb4 may be the same as described in connection with xb1, and

R₃₀₂ to R₃₀₄ may be the same as described in connection with R₃₀₁.

In an exemplary embodiment of the present disclosure, L₃₀₁ to L₃₀₄ inFormulae 301, 301-1, and 301-2 may each independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group;

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an azacarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may be the same as described above.

In an exemplary embodiment of the present disclosure, R₃₀₁ to R₃₀₄ inFormulae 301, 301-1, and 301-2 may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazoryl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazoryl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may be the same as described above.

In an exemplary embodiment of the present disclosure, the host mayinclude an alkaline-earth metal complex. For example, the host may beselected from a Be complex (for example, Compound H55 as shown below),an Mg complex, and a Zn complex.

The host may include at least one selected from9,10-di(2-naphthyl)anthracene (ADN),2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN),9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN),4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene(mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), and Compounds H1 to H55,but the present disclosure is not limited thereto:

[Phosphorescent Dopant Included in Emission Layer in Organic Layer 150]

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401 and a ligand represented by Formula 402below:M(L₄₀₁)_(xc1)(L₄₀₂)_(xc2).  <Formula 401>

In Formulae 401 and 402,

M may be selected from iridium (Ir), platinum (Pt), palladium (Pd),osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu),terbium (Tb), rhodium (Rh), and thulium (Tm),

L₄₀₁ may be selected from ligands represented by Formula 402, and xc1may be 1, 2, or 3, wherein when xc1 is two or more, two or more L₄₀₁(s)may be identical to or different from each other.

L₄₀₂ may be an organic ligand, and xc2 may be an integer from 0 to 4,wherein when xc2 is two or more, two or more L₄₀₂(s) may be identical toor different from each other,

X₄₀₁ to X₄₀₄ may each independently be nitrogen or carbon,

X₄₀₁ and X₄₀₃ may be linked via a single bond or a double bond, and X₄₀₂and X₄₀₄ may be linked via a single bond or a double bond,

A₄₀₁ and A₄₀₂ may each independently be a C₅-C₆₀ carbocyclic group or aC₁-C₆₀ heterocyclic group,

X₄₀₅ may be a single bond, *—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₁)-*′,*—C(Q₄₁₁)(Q₄₁₂)-*′, *—C(Q₄₁₁)=C(Q₄₁₂)-*′, *—C(Q₄₁₁)=*′ or .═C(Q₄₁₁)=*′,Q₄₁₁ and Q₄₁₂ may be hydrogen, deuterium, C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or anaphthyl group,

X₄₀₆ may be a single bond, O, or S,

R₄₀₁ and R₄₀₂ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₂₀ alkyl group, a substituted orunsubstituted C₁-C₂₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃),—N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁), —S(═O)₂(Q₄₀₁), and—P(═O)(Q₄₀₁)(Q₄₀₂), Q₄₀₁ to Q₄₀₃ may each independently be selected froma C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a C₆-C₆₀ aryl group, and aC₁-C₂₀ heteroaryl group,

xc11 and xc12 may each independently be an integer from 0 to 10, and

* and *′ in Formula 402 each indicate a binding site to M in Formula401.

In an exemplary embodiment of the present disclosure, A₄₀₁ and A₄₀₂ inFormula 402 may each independently be selected from a benzene group, anaphthalene group, a fluorene group, a spiro-bifluorene group, an indenegroup, a pyrrole group, a thiophene group, a furan group, an imidazolegroup, a pyrazole group, a thiazole group, an isothiazole group, anoxazole group, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, a quinoline group, an isoquinolinegroup, a benzoquinoline group, a quinoxaline group, a quinazoline group,a carbazole group, a benzimidazole group, a benzofuran group, abenzothiophene group, an isobenzothiophene group, a benzoxazole group,an isobenzoxazole group, a triazole group, a tetrazole group, anoxadiazole group, a triazine group, a dibenzofuran group, and adibenzothiophene group.

In an exemplary embodiment of the present disclosure, in Formula 402, i)X₄₀₁ may be nitrogen, and X₄₀₂ may be carbon, or ii) X₄₀₁ and X₄₀₂ mayeach be nitrogen at the same time.

In an exemplary embodiment of the present disclosure, R₄₀₁ and R₄₀₂ inFormula 402 may each independently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group,a cyclohexyl group, an adamantanyl group, a norbornanyl group, and anorbornenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group a phenyl group, a biphenyl group,a terphenyl group, a naphthyl group, a fluorenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, atriazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

—Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), —N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁),—S(═O)₂(Q₄₀₁), and —P(═O)(Q₄₀₁)(Q₄₀₂), and

Q₄₀₁ to Q₄₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, and anaphthyl group, but the present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, when xc1 inFormula 401 is two or more, two A₄₀₁(s) in two or more L₄₀₁(s) may beoptionally linked to each other via X₄₀₇, which is a linking group, ortwo A₄₀₂(s) in two or more L₄₀₁(s) may be optionally linked to eachother via X₄₀₈, which is a linking group (see Compounds PD1 to PD4 andPD7 as shown below). X₄₀₇ and X₄₀₈ may each independently be a singlebond, *—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₃)-*′, *′C(Q₄₁₃)(Q₄₁₄)-*′, or*—C(Q₄₁₃)=C(Q₄₁₄)-*′ (wherein Q₄₁₃ and Q₄₁₄ may each independently behydrogen, deuterium, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, or a naphthyl group),but the present disclosure is not limited thereto.

L₄₀₂ in Formula 401 may be a monovalent, divalent, or trivalent organicligand. For example, L₄₀₂ may be selected from halogen, diketone (forexample, acetylacetonate), carboxylic acid (for example, picolinate),—C(═O), isonitrile, —CN, and phosphorus (for example, phosphine, orphosphite), but the present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the phosphorescentdopant may be selected from, for example, Compounds PD1 to PD25, but thepresent disclosure is not limited thereto:

[Fluorescent Dopant in Emission Layer]

The fluorescent dopant may include an arylamine compound or astyrylamine compound.

The fluorescent dopant may include a compound represented by Formula 501below.

In Formula 501,

Ar₅₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group.

L₅₀₁ to L₅₀₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xd1 to xd3 may each independently be an integer from 0 to 3,

R₅₀₁ and R₅₀₂ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and

xd4 may be an integer from 1 to 6.

In an exemplary embodiment of the present disclosure, Ar₅₀₁ in Formula501 may be selected from:

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup; and

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In an exemplary embodiment of the present disclosure, L₅₀₁ to L₅₀₃ inFormula 501 may each independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group,dibenzosilolylene group, and a pyridinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, and a pyridinylene group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group.

In an exemplary embodiment of the present disclosure, R₅₀₁ and R₅₀₂ inFormula 501 may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃); and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In an exemplary embodiment of the present disclosure, xd4 in Formula 501may be 2, but the present disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the fluorescentdopant may be selected from, for example, Compounds FD1 to FD22:

In an exemplary embodiment of the present disclosure, the fluorescentdopant may be selected from the following compounds, but the presentdisclosure is not limited thereto:

[Electron Transport Region in Organic Layer 150]

The electron transport region may have i) a single-layered structureincluding a single layer which includes a single material, ii) asingle-layered structure including a single layer which includes aplurality of different materials, or iii) a multi-layered structurehaving a plurality of layers which include a plurality of differentmaterials.

The electron transport region may include at least one selected from abuffer layer, a hole blocking layer, an electron control layer, anelectron transport layer, and an electron injection layer, but thepresent disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the electrontransport region may have an electron transport layer/electron injectionlayer structure, a hole blocking layer/electron transport layer/electroninjection layer structure, an electron control layer/electron transportlayer/electron injection layer structure, or a buffer layer/electrontransport layer/electron injection layer structure, in which, for eachstructure, constituting layers are sequentially stacked on and from anemission layer. However, the present disclosure is not limited thereto.

The electron transport region (for example, a buffer layer, a holeblocking layer, an electron control layer, and/or an electron transportlayer in the electron transport region) may include, in addition to thecondensed cyclic compound represented by Formula 1, a metal-freecompound containing at least one π electron-depleted nitrogen-containingring.

The “π electron-depleted nitrogen-containing ring” may indicate a C₁-C₆₀heterocyclic group having at least one *—N═*′ moiety as a ring-formingmoiety.

In an exemplary embodiment of the present disclosure, the “πelectron-depleted nitrogen-containing ring” may be i) a 5-membered to7-membered heteromonocyclic group having at least one *—N═*′ moiety, ii)a heteropolycyclic group in which two or more 5-membered to 7-memberedheteromonocyclic groups each having at least one *—N═*′ moiety arecondensed with each other, or iii) a heteropolycyclic group in which atleast one of 5-membered to 7-membered heteromonocyclic groups, eachhaving at least one *—N═*′ moiety, is condensed with at least one C₅-C₆₀carbocyclic group.

Examples of the π electron-depleted nitrogen-containing ring may includean imidazole, a pyrazole, a thiazole, an isothiazole, an oxazole, anisoxazole, a pyridine, a pyrazine, a pyrimidine, a pyridazine, anindazole, a purine, a quinoline, an isoquinoline, a benzoquinoline, aphthalazine, a naphthyridine, a quinoxaline, a quinazoline, a cinnoline,a phenanthridine, an acridine, a phenanthroline, a phenazine, abenzimidazole, an isobenzothiazole, a benzoxazole, an isobenzoxazole, atriazole, a tetrazole, an oxadiazole, a triazine, thiadiazol, animidazopyridine, an imidazopyrimidine, and an azacarbazole, but thepresent disclosure is not limited thereto.

In an exemplary embodiment of the present disclosure, the electrontransport region may further include, in addition to the condensedcyclic compound represented by Formula 1, a compound represented byFormula 601.[Ar₆₀₁]_(xe11)-[(L₆₀₁)_(xe1)-R₆₀₁]_(xe21).  <Formula 601>

In Formula 601,

Ar₆₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xe11 may be 1, 2, or 3,

L₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xe1 may be an integer from 0 to 5,

R₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₆₀₁)(Q₆₀₂)(Q₆₀₃), —C(═O)(Q₆₀₁),—S(═O)₂(Q₆₀₁), and —P(═O)(Q₆₀₁)(Q₆₀₂),

Q₆₀₁ to Q₆₀₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or anaphthyl group, and

xe21 may be an integer from 1 to 5.

In an exemplary embodiment of the present disclosure, at least one ofAr₆₀₁(s) in the number of xe11 and/or at least one of R₆₀₁(s) in thenumber of xe21 may include the π electron-depleted nitrogen-containingring.

In an exemplary embodiment of the present disclosure, ring Ar₆₀₁ inFormula 601 may be selected from:

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazol group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group; and

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a di benzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazol group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

When xe11 in Formula 601 is two or more, two or more Ar601(s) may belinked via a single bond.

In an exemplary embodiment of the present disclosure. Ar₆₀₁ in Formula601 may be an anthracene group.

In an exemplary embodiment of the present disclosure, a compoundrepresented by Formula 601 may be represented by Formula 601-1:

In Formula 601-1,

X₆₁₄ may be N or C(R₆₁₄), X₆₁₅ may be N or C(R₆₁₅), X₆₁₆ may be N orC(R₆₁₆), and at least one selected from X₆₁₄ to X₆₁₆ may be N,

L₆₁₁ to L₆₁₃ may each independently be the same as described inconnection with L₆₀₁,

xe611 to xe613 may each independently be the same as described inconnection with xe1,

R₆₁₁ to R₆₁₃ may each independently be the same as described inconnection with R₆₀₁, and

R₆₁₄ to R₆₁₆ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In an exemplary embodiment of the present disclosure, L₆₀₁ and L₆₁₁ toL₆₁₃ in Formulae 601 and 601-1 may each independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a triazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridine group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, and an azacarbazolyl group, but the present disclosure is notlimited thereto.

In an exemplary embodiment of the present disclosure, xe1 and xe611 toxe613 in Formulae 601 and 601-1 may each independently be 0, 1, or 2.

In an exemplary embodiment of the present disclosure, R₆₀₁ and R₆₁₁ toR₆₁₃ in Formulae 601 and 601-1 may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

—S(═O)₂(Q₆₀₁) and —P(═O)(Q₆₀₁)(Q₆₀₂); and

Q₆₀₁ and Q₆₀₂ may be the same as described above.

The electron transport region may include, in addition to the condensedcyclic compound represented by Formula 1, at least one compound selectedfrom, for example, Compounds ET1 to ET36, but the present disclosure isnot limited thereto:

In an exemplary embodiment of the present disclosure, the electrontransport region may include, in addition to the condensed cycliccompound represented by Formula 1, at least one compound selected from2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP),4,7-diphenyl-1,10-phenanthroline (Bphen),tris(8-hydroxyquinolino)aluminum (Alq3),bis(2-methyl-8-quinolinolato-N1,O8)-(1,1′-biphenyl-4-olato)aluminum(BAlq),3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole(TAZ), and 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ).

A thickness of the buffer layer, the hole blocking layer, or theelectron control layer may be in a range of about 20 Å to about 1,000 Å,for example, about 30 Å to about 300 Å. When the thicknesses of thebuffer layer, the hole blocking layer, and the electron control layerare within these ranges, the electron blocking layer may have excellentelectron blocking characteristics or electron control characteristicswithout a substantial increase in driving voltage.

A thickness of the electron transport layer may be in a range of about100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. Whenthe thickness of the electron transport layer is within the rangedescribed above, the electron transport layer may have satisfactoryelectron transport characteristics without a substantial increase indriving voltage.

The electron transport region (for example, the electron transport layerin the electron transport region) may further include, in addition tothe materials described above, a metal-containing material.

The metal-containing material may include at least one selected from analkali metal complex and an alkaline earth-metal complex. The alkalimetal complex may include a metal ion selected from an Li ion, a Na ion,a K ion, a Rb ion, and a Cs ion, and the alkaline earth-metal complexmay include a metal ion selected from a Be ion, a Mg ion, a Ca ion, a Srion, and a Ba ion. A ligand coordinated with the metal ion of the alkalimetal complex or the alkaline earth-metal complex may be selected from ahydroxy quinoline, a hydroxy isoquinoline, a hydroxy benzoquinoline, ahydroxy acridine, a hydroxy phenanthridine, a hydroxy phenylan oxazole,a hydroxy phenylthiazole, a hydroxy diphenylan oxadiazole, a hydroxydiphenylthiadiazol, a hydroxy phenylpyridine, a hydroxyphenylbenzimidazole, a hydroxy phenylbenzothiazole, a bipyridine, aphenanthroline, and a cyclopentadiene, but the present disclosure is notlimited thereto.

In an exemplary embodiment of the present disclosure, themetal-containing material may include a Li complex. The Li complex mayinclude, for example, Compound ET-D1 (lithium quinolate, LiQ) or ET-D2.

The electron transport region may include an electron injection layerthat facilitates injection of electrons from the second electrode 190.The electron injection layer may directly contact the second electrode190.

The electron injection layer may have i) a single-layered structureincluding a single layer which includes a single material, ii) asingle-layered structure including a single layer which includes aplurality of different materials, or iii) a multi-layered structurehaving a plurality of layers which include a plurality of differentmaterials.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof.

The alkali metal may be selected from, for example, Li, Na, K, Rb, andCs. In an exemplary embodiment of the present disclosure, the alkalimetal may be Li, Na, or Cs. In an exemplary embodiment of the presentdisclosure, the alkali metal may be Li or Cs, but the present disclosureis not limited thereto.

The alkaline earth metal may be selected from, for example, Mg, Ca, Sr,and Ba.

The rare earth metal may be selected from, for example, Sc, Y, Ce, Tb,Yb, and Gd.

The alkali metal compound, the alkaline earth-metal compound, and therare earth metal compound may be selected from oxides and halides (forexample, fluorides, chlorides, bromides, or iodides) of the alkalimetal, the alkaline earth-metal and rare earth metal.

The alkali metal compound may be selected from alkali metal oxides, suchas, for example, Li₂O, Cs₂O, and K₂O, and alkali metal halides, such as,for example, LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, and RbI. In anexemplary embodiment of the present disclosure, the alkali metalcompound may be selected from LiF, Li₂O, NaF, LiI, NaI, CsI, and KI, butthe present disclosure is not limited thereto.

The alkaline earth-metal compound may be selected from alkalineearth-metal compounds, such as, for example, BaO, SrO, CaO,Ba_(x)Sr_(1-x)O (0<x<1), Ba_(x)Ca_(1-x)O (0<x<1). In an exemplaryembodiment of the present disclosure, the alkaline earth-metal compoundmay be selected from, for example, BaO, SrO, and CaO, but the presentdisclosure is not limited thereto.

The rare earth metal compound may be selected from, for example, YbF₃,ScF₃, ScO₃, Y₂O₃, Ce₂O₃, GdF₃, and TbF₃. In an exemplary embodiment ofthe present disclosure, the rare earth metal compound may be selectedfrom, for example, YbF₃, ScF₃, TbF₃, YbI₃, ScI₃, and TbI₃, but thepresent disclosure is not limited thereto.

The alkali metal complex, the alkaline earth-metal complex, and the rareearth metal complex may include an ion of alkali metal, alkalineearth-metal, and rare earth metal as described above, and a ligandcoordinated with a metal ion of the alkali metal complex, the alkalineearth-metal complex, and the rare earth metal complex may eachindependently be selected from hydroxy quinoline, hydroxy isoquinoline,hydroxy benzoquinoline, hydroxy acridine, hydroxy phenanthridine,hydroxy phenylan oxazole, hydroxy phenylthiazole, hydroxy diphenylanoxadiazole, hydroxy diphenylthiadiazol, hydroxy phenylpyridine, hydroxyphenylbenzimidazole, hydroxy phenylbenzothiazole, bipyridine,phenanthroline, and cyclopentadiene, but the present disclosure is notlimited thereto.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof, as described above. In an exemplary embodimentof the present disclosure, the electron injection layer may furtherinclude an organic material. When the electron injection layer furtherincludes an organic material, alkali metal, an alkaline earth metal, arare earth metal, an alkali metal compound, an alkaline earth-metalcompound, a rare earth metal compound, an alkali metal complex, analkaline earth-metal complex, a rare earth metal complex, or anycombinations thereof may be homogeneously or non-homogeneously dispersedin a matrix including the organic material.

A thickness of the electron injection layer may be in a range of about 1Å to about 100 Å, for example, about 3 Å to about 90 Å. When thethickness of the electron injection layer is within the range describedabove, the electron injection layer may have satisfactory electroninjection characteristics without a substantial increase in drivingvoltage.

[Second Electrode 190]

The second electrode 190 may be disposed on the organic layer 150 havingabove described structure. The second electrode 190 may be a cathodewhich is an electron injection electrode, and in this regard, a materialfor forming the second electrode 190 may be selected from a metal, analloy, an electrically conductive compound, and a combination thereof,which have a relatively low work function.

The second electrode 190 may include at least one selected from lithium(Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium(Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver(Mg—Ag), ITO, and IZO, but the present disclosure is not limitedthereto. The second electrode 190 may be a transmissive electrode, asemi-transmissive electrode, or a reflective electrode.

The second electrode 190 may have a single-layered structure, or amulti-layered structure including two or more layers.

[Description of FIGS. 2 to 4]

FIGS. 2-4 each represents a schematic cross-sectional view of an organiclight-emitting device, in which: an organic light-emitting device 20 ofFIG. 2 includes a first capping layer 210, a first electrode 110, anorganic layer 150, and a second electrode 190, which are sequentiallystacked in this stated order; an organic light-emitting device 30 ofFIG. 3 includes a first electrode 110, an organic layer 150, a secondelectrode 190, and a second capping layer 220, which are sequentiallystacked in this stated order; and an organic light-emitting device 40 ofFIG. 4 includes a first capping layer 210, a first electrode 110, anorganic layer 150, a second electrode 190, and a second capping layer220, which are sequentially stacked in this stated order.

Regarding FIGS. 2 to 4, the first electrode 110, the organic layer 150,and the second electrode 190 may be understood by referring to thedescription presented in connection with FIG. 1.

In the organic layer 150 of each of the organic light-emitting devices20 and 40, light generated in an emission layer may pass through thefirst electrode 110, which is a semi-transmissive electrode or atransmissive electrode, and the first capping layer 210 toward theoutside, and in the organic layer 150 of each of the organiclight-emitting devices 30 and 40, light generated in an emission layermay pass through the second electrode 190, which is a semi-transmissiveelectrode or a transmissive electrode, and the second capping layer 220toward the outside.

The first capping layer 210 and the second capping layer 220 mayincrease external luminescent efficiency according to the principle ofconstructive interference.

The first capping layer 210 and the second capping layer 220 may eachindependently be an organic capping layer including an organic material,an inorganic capping layer including an inorganic material, or acomposite capping layer including an organic material and an inorganicmaterial.

The first capping layer 210 and the second capping layer 220 may eachindependently include at least one material selected from carbocycliccompounds, heterocyclic compounds, amine-based compounds, porphyrinederivatives, phthalocyanine derivatives, naphthalocyanine derivatives,alkali metal complexes, and alkaline earth-based complexes. Thecarbocyclic compound, the heterocyclic compound, and the amine-basedcompound may be optionally substituted with a substituent containing atleast one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In anexemplary embodiment of the present disclosure, the first capping layer210 and the second capping layer 220 may each independently include anamine-based compound.

In an exemplary embodiment of the present disclosure, the first cappinglayer 210 and the second capping layer 220 may each independentlyinclude the compound represented by Formula 201 or the compoundrepresented by Formula 202.

In an exemplary embodiment of the present disclosure, the first cappinglayer 210 and the second capping layer 220 may each independentlyinclude a compound selected from, for example, Compounds HT28 to HT33and Compounds CP1 to CP5, but the present disclosure is not limitedthereto.

Hereinbefore, the organic light-emitting device according to anexemplary embodiment of the present disclosure has been described inconnection with FIGS. 1-4. However, the present disclosure is notlimited thereto.

Layers constituting the hole transport region, an emission layer, andlayers constituting the electron transport region may be formed in acertain region by using one or more suitable methods selected fromvacuum deposition, spin coating, casting, Langmuir-Blodgett (LB)deposition, ink-jet printing, laser-printing, and laser-induced thermalimaging.

When layers constituting the hole transport region, an emission layer,and layers constituting the electron transport region are formed byvacuum deposition, for example, the vacuum deposition may be performedat a deposition temperature of about 100° C. to about 500° C. at avacuum degree of about 10⁻⁸ torr to about 10⁻⁸ torr, and at a depositionrate of about 0.01 Å/sec to about 100 Å/sec by taking into account thematerial to be included in a layer to be formed, and the structure of alayer to be formed.

When layers constituting the hole transport region, an emission layer,and layers constituting the electron transport region are formed by spincoating, the spin coating may be performed at a coating speed of about2,000 rpm to about 5,000 rpm and at a heat treatment temperature ofabout 80° C. to 200° C. by taking into account the material to beincluded in a layer to be formed, and the structure of a layer to beformed.

[General Definition of Substituents]

The term “C₁-C₆₀ alkyl group” as used herein refers to a linear orbranched saturated aliphatic hydrocarbon monovalent group having 1 to 60carbon atoms, and examples thereof include a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, atert-butyl group, a pentyl group, an iso-amyl group, and a hexyl group.The term “C₁-C₆₀ alkylene group” as used herein refers to a divalentgroup having the same structure as the C₁-C₆₀ alkyl group.

The term “C₂-C₆₀ alkenyl group” as used herein refers to a hydrocarbongroup having at least one carbon-carbon double bond in the middle or atthe terminus of the C₂-C₆₀ alkyl group, and examples thereof include anethenyl group, a propenyl group, and a butenyl group. The term “C₂-C₆₀alkenylene group” as used herein refers to a divalent group having thesame structure as the C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group” as used herein refers to a hydrocarbongroup having at least one carbon-carbon triple bond in the middle or atthe terminus of the C₂-C₆₀ alkyl group, and examples thereof include anethynyl group and a propynyl group. The term “C₂-C₆₀ alkynylene group”as used herein refers to a divalent group having the same structure asthe C₂-C₆₀ alkynyl group.

The term “C₁-C₆₀ alkoxy group” as used herein refers to a monovalentgroup represented by —OA₁₀₁ (wherein A₁₀₁ is the C₁-C₆₀ alkyl group),and examples thereof include a methoxy group, an ethoxy group, and anisopropyloxy group.

The term “C₃-C₁₀ cycloalkyl group” as used herein refers to a monovalentsaturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, andexamples thereof include a cyclopropyl group, a cyclobutyl group, acyclopentyl group, a cyclohexyl group, and a cycloheptyl group. The term“C₃-C₁₀ cycloalkylene group” as used herein refers to a divalent grouphaving the same structure as the C₃-C₁₀ cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group” as used herein refers to amonovalent monocyclic group having at least one heteroatom selected fromN, O, Si, P, and S as a ring-forming atom and 1 to 10 carbon atoms, andexamples thereof include a 1,2,3,4-oxatriazolidinyl group, atetrahydrofuranyl group, and a tetrahydrothiophenyl group. The term“C₁-C₁₀ heterocycloalkylene group,” used herein, refers to a divalentgroup having the same structure as the C₁-C₁₀ heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group” as used herein refers to amonovalent monocyclic group that has 3 to 10 carbon atoms and at leastone carbon-carbon double bond in the ring thereof and does not havearomaticity, and examples thereof include a cyclopentenyl group, acyclohexenyl group, and a cycloheptenyl group. The term “C₃-C₁₀cycloalkenylene group,” used herein, refers to a divalent group havingthe same structure as the C₃-C₁₀ cycloalkenyl group.

The term “C₂-C₁₀ heterocycloalkenyl group” as used herein refers to amonovalent monocyclic group that has at least one heteroatom selectedfrom N, O, Si, P, and S as a ring-forming atom, 2 to 10 carbon atoms,and at least one carbon-carbon double bond in its ring. Non-limitingexamples of the C₂-C₁₀ heterocycloalkenyl group include a2,3-dihydrofuranyl group and a 2,3-dihydrothiophenyl group. The term“C₂-C₁₀ heterocycloalkenylene group.” used herein, refers to a divalentgroup having the same structure as the C₂-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group” as used herein refers to a monovalent grouphaving a carbocyclic aromatic system having 6 to 60 carbon atoms, and aC₆-C₆₀ arylene group used herein refers to a divalent group having acarbocyclic aromatic system having 6 to 60 carbon atoms. Examples of theC₆-C₆₀ aryl group are a phenyl group, a naphthyl group, an anthracenylgroup, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group.When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylene group each includestwo or more rings, the rings may be fused to each other.

The term “C₁-C₆₀ heteroaryl group” as used herein refers to a monovalentgroup having a heterocyclic aromatic system that contains at least oneheteroatom selected from N, O, Si, P, and S as a ring-forming atom and 1to 60 carbon atoms, and the term “C₁-C₆₀ heteroarylene group” as usedherein refers to a divalent group having a heterocyclic aromatic systemthat contains at least one heteroatom selected from N, O, Si, P, and Sas a ring-forming atom and 1 to 60 carbon atoms. Examples of the C₁-C₆₀heteroaryl group are a pyridinyl group, a pyrimidinyl group, a pyrazinylgroup, a pyridazinyl group, a triazinyl group, a quinolinyl group, andan isoquinolinyl group. When the C₁-C₆₀ heteroaryl group and the C₁-C₆₀heteroarylene group each includes two or more rings, the rings may befused to each other.

The term “C₆-C₆₀ aryloxy group” used herein, indicates —OA₁₀₂ (whereinA₁₀₂ is the C₆-C₆₀ aryl group), and a C₆-C₆₀ arylthio group indicates—SA₁₀₃ (wherein A₁₀₃ is the C₆-C₆₀ aryl group).

The term “C₁-C₆₀ heteroaryloxy group” as used herein refers to —OA₁₀₄(where A₁₀₄ is the C₁-C₆₀ heteroaryl group), and the term “C₁-C₆₀heteroarylthio group” as used herein refers to —SA₁₀₅ (where A₁₀₅ is theC₁-C₆₀ heteroaryl group).

The term “monovalent non-aromatic condensed polycyclic group” as usedherein refers to a monovalent group (for example, having 8 to 60 carbonatoms) that has two or more rings condensed with each other, only carbonatoms as a ring-forming atom, and non-aromaticity in the entiremolecular structure. A detailed example of the monovalent non-aromaticcondensed polycyclic group is a fluorenyl group. The term “divalentnon-aromatic condensed polycyclic group,” used herein, refers to adivalent group having the same structure as the monovalent non-aromaticcondensed polycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group” asused herein refers to a monovalent group (for example, having 1 to 60carbon atoms) that has two or more rings condensed to each other, has atleast one heteroatom selected from N, O, Si, P, and S, other than carbonatoms, as a ring-forming atom, and has non-aromaticity in the entiremolecular structure. An example of the monovalent non-aromatic condensedheteropolycyclic group is a carbazolyl group. The term “divalentnon-aromatic condensed heteropolycyclic group,” used herein, refers to adivalent group having the same structure as the monovalent non-aromaticcondensed heteropolycyclic group.

The term “C₅-C₆₀ carbocyclic group” as used herein refers to amonocyclic or polycyclic group having 5 to 60 carbon atoms in which aring-forming atom is a carbon atom only. The C₅-C₆₀ carbocyclic groupmay be an aromatic carbocyclic group or a non-aromatic carbocyclicgroup. The C₅-C₆₀ carbocyclic group may be a ring, such as a benzenegroup, a monovalent group, such as a phenyl group, or a divalent group,such as a phenylene group. In an exemplary embodiment of the presentdisclosure, depending on the number of substituents connected to theC₅-C₆₀ carbocyclic group, the C₆-C₆₀ carbocyclic group may be a bivalentgroup or a quadrivalent group.

The term “C₁-C₆₀ heterocyclic group” as used herein refers to a grouphaving the same structure as the C₁-C₆₀ carbocyclic group, except thatas a ring-forming atom, at least one heteroatom selected from N, O, Si,P, and S is used in addition to carbon (the number of carbon atoms maybe in a range of 1 to 60). Heterocyclic group includes one or moreheterocyclic rings.

At least one substituent of the substituted C₅-C₆₀ carbocyclic group,substituted C₁-C₆₀ heterocyclic group, substituted C₃-C₁₀ cycloalkylenegroup, substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₂-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted divalent non-aromatic condensed polycyclic group,substituted divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₂-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted C₁-C₆₀ heteroaryloxy group,substituted C₁-C₆₀ heteroarylthio group, substituted monovalentnon-aromatic condensed polycyclic group, and substituted monovalentnon-aromatic condensed heteropolycyclic group may be selected from:

deuterium (-D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₁-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₁-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthiogroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthiogroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthiogroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, aC₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃), —N(Q₂₁)(Q₂₂),—B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁) and —P(═O)(Q₂₁)(Q₂₂);

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and

Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independently beselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, a biphenyl group, and aterphenyl group.

The term “Ph” used herein refers to a phenyl group, the term “Me” usedherein refers to a methyl group, the term “Et” used herein refers to anethyl group, the term “ter-Bu” or “Bu^(t)” used herein refers to atert-butyl, and the term “OMe” used herein refers to a methoxy group.

The term “biphenyl group” as used therein refers to “a phenyl groupsubstituted with a phenyl group.” In other words, the “biphenyl group”is one of a substituted phenyl group having a C₆-C₆₀ aryl group as asubstituent.

The term “terphenyl group” as used herein refers to “a phenyl groupsubstituted with a biphenyl group.” In other words, the “terphenylgroup” is one of a substituted phenyl group having, as a substituent, aC₆-C₆₀ aryl group substituted with a C₆-C₆₀ aryl group.

* and *′ used herein, unless defined otherwise, each refer to a bindingsite to a neighboring atom in a corresponding formula.

The condensed cyclic compound represented by Formula 1 may besynthesized by using a known organic synthesis method. A synthesismethod of the condensed cyclic compound may be recognizable by one ofordinary skill in the art in view of the following exemplaryembodiments.

Hereinafter, a compound according to an exemplary embodiment of thepresent disclosure and an organic light-emitting device according to anexemplary embodiment of the present disclosure will be described indetail with reference to Synthesis Examples and Examples. The wording “Bwas used instead of A” used in describing Synthesis Examples refers tothat an identical molar equivalent of B was used in place of A.

SYNTHESIS EXAMPLES Synthesis Example 1 Synthesis of Compound 1

(1) Synthesis of Intermediate 1-1

2.0 g (10 mmol) of 2′-bromoacetophenone, 1.8 g (10 mmol) ofN-bromosuccinimide, 1.9 g (10 mmol) of a p-toluene sulfonic acid, and200 mL of acetonitrile were added to a reaction vessel, and theresultant mixture was stirred under reflux for 4 hours in a nitrogenatmosphere. After the reaction was completed, the reaction mixture wascooled to room temperature and distilled under reduced pressure. Then,an extraction process was performed thereon by using water and 100 mL ofethyl acetate. An organic layer collected therefrom was dried by usinganhydrous magnesium sulfate and distilled under reduced pressure,thereby completing the preparation of 2.50 g (yield: 90%) ofIntermediate 1-1. Intermediate 1-1 was used in a subsequent reactionwithout additional purification.

(2) Synthesis of Intermediate 1-2

2.78 g (10 mmol) of Intermediate 1-1, 1.24 g (15 mmol) of sodiumhydrogen carbonate, 1.73 g (10 mmol) of 2-amino-5-bromopyridine, and 200mL of ethanol were added to a reaction vessel, and the resultant mixturewas stirred under reflux for 4 hours in a nitrogen atmosphere. After thereaction was completed, the reaction mixture was cooled to roomtemperature and distilled under reduced pressure. Then, an extractionprocess was performed thereon by using water and 100 mL of ethylacetate. An organic layer collected therefrom was dried by usinganhydrous magnesium sulfate and distilled under reduced pressure toobtain a crude product. The crude product was purified by columnchromatography, thereby completing the preparation of 2.28 g (yield:65%) of Intermediate 1-2.

(3) Synthesis of Intermediate 1-3

3.52 g (10 mmol) of Intermediate 1-2, 3.3 g (30 mmol) of potassiumsulfide (K₂S), 2.53 g (10 mmol) of iodine (I₂), 0.38 g (2 mmol) ofcopper(I) iodide (CuI), and 150 mL of dimethylformamide (DMF) were addedto a reaction vessel, and the resultant mixture was stirred at atemperature of 140° C. for 24 hours while supplying air into thereaction vessel (for supply of oxygen). After the reaction wascompleted, the reaction mixture was cooled to room temperature andfiltered to obtain a filtrate. Then, an extraction process was performedon the filtrate by using water and 100 mL of ethyl acetate. An organiclayer collected therefrom was dried by using anhydrous magnesium sulfateand distilled under reduced pressure to obtain a crude product. Thecrude product was purified by column chromatography, thereby completingthe preparation of 1.8 g (yield: 60%) of Intermediate 1-3.

(4) Synthesis of Compound 1

3.03 g (10 mmol) of Intermediate 1-3, 4.3 g (10 mmol) of4,4,5,5-tetramethyl-2-(10-(naphthalene-1-yl)anthracene-9-yl)-1,3,2-dioxaborolan,0.58 g (0.5 mmol) of Tetrakis(triphenylphosphine)palladium(0)(Pd(PPh₃)₄), 4.15 g (30 mmol) of potassium carbonate (K₂CO₃), 80 mL ofdistilled water, 160 mL of toluene, and 50 mL of ethanol were added to areaction vessel, and the resultant mixture was stirred under reflux for12 hours. After the reaction was completed, the reaction mixture wascooled to room temperature. Then, an extraction process was performedthereon by using 100 mL of dichloromethane. An organic layer collectedtherefrom was washed by using distilled water, dried by using anhydrousmagnesium sulfate, and distilled under reduced pressure to obtain acrude product. The crude product was purified by column chromatography,thereby completing the preparation of 3.15 g (yield: 60%) of Compound 1.

Synthesis Example 2 Synthesis of Compound 33

4.31 g (yield: 81%) of Compound 33 was synthesized in the same manner asin Synthesis of Compound 1, except that2,4-diphenyl-6-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,3,5-triazinewas used instead of4,4,5,5-tetramethyl-2-(10-(naphthalene-1-yl)anthracene-9-yl)-1,3,2-dioxaborolan.

Synthesis Example 3 Synthesis of Compound 185

3.67 g (yield: 77%) of Compound 185 was synthesized in the same manneras in Synthesis of Compound 1, except that2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,10-phenanthrolinewas used instead of4,4,5,5-tetramethyl-2-(10-(naphthalene-1-yl)anthracene-9-yl)-1,3,2-dioxaborolan.

Synthesis Example 4 Synthesis of Compound 187

3.05 g (yield: 45%) of Compound 187 was synthesized in the same manneras in Synthesis of Compound 1, except thatdiphenyl(4-(10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anthracene-9-yl)phenyl)phosphineoxide was used instead of4,4,5,5-tetramethyl-2-(10-(naphthalene-1-yl)anthracene-9-yl)-1,3,2-dioxaborolan.

Synthesis Example 5 Synthesis of Compound 51

3.03 g (yield: 55%) of Compound 51 was synthesized in the same manner asin Synthesis of Compound 1, except thatdiphenyl(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-2-yl)phosphineoxide was used instead of4,4,5,5-tetramethyl-2-(10-(naphthalene-1-yl)anthracene-9-yl)-1,3,2-dioxaborolan.

Synthesis Example 6 Synthesis of Compound 189

3.54 g (yield: 64%) of Compound 189 was synthesized in the same manneras in Synthesis of Compound 1, except that2-(9,10-diphenylanthracene-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolanwas used instead of4,4,5,5-tetramethyl-2-(10-(naphthalene-1-yl)anthracene-9-yl)-1,3,2-dioxaborolan.

Synthesis Example 7 Synthesis of Compound 127

4.01 g (yield: 71%) of Compound 127 was synthesized in the same manneras in Synthesis of Compound 1, except that9,9-diphenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene-2-carbonitrilewas used instead of4,4,5,5-tetramethyl-2-(10-(naphthalene-1-yl)anthracene-9-yl)-1,3,2-dioxaborolan.

Synthesis Example 8 Synthesis of Compound 158

(1) Synthesis of Intermediate 158-1

2.13 g (yield: 61%) of Intermediate 158-1 was synthesized in the samemanner as in Synthesis of Intermediate 1-2, except that2-amino-6-bromopyridine was used instead of 2-amino-5-bromopyridine.

(2) Synthesis of Intermediate 158-2

1.52 g (yield: 55%) of Intermediate 158-2 was synthesized in the samemanner as in Synthesis of Intermediate 1-3, except that Intermediate158-1 was used instead of Intermediate 1-2.

(3) Synthesis of Compound 158

3.72 g (yield: 70%) of Compound 158 was synthesized in the same manneras in Synthesis of Compound 33, except that Intermediate 158-2 was usedinstead of Intermediate 1-3.

Synthesis Example 9 Synthesis of Compound 191

(1) Synthesis of Intermediate 191-1

1.94 g (yield: 55%) of Intermediate 191-1 was synthesized in the samemanner as in Synthesis of Intermediate 1-2, except that2-amino-4-bromopyridine was used instead of 2-amino-5-bromopyridine.

(2) Synthesis of Intermediate 191-2

1.52 g (yield: 55%) of Intermediate 191-2 was synthesized in the samemanner as in Synthesis of Intermediate 1-3, except that Intermediate191-1 was used instead of Intermediate 1-2.

(3) Synthesis of Compound 191

3.72 g (yield: 70%) of Compound 191 was synthesized in the same manneras in Synthesis of Compound 1, except that Intermediate 191-2 was usedinstead of Intermediate 1-3.

Synthesis Example 10 Synthesis of Compound 174

(1) Synthesis of Intermediate 174-1

1.48 g (yield: 42%) of Intermediate 174-1 was synthesized in the samemanner as in Synthesis of Intermediate 1-2, except that2-bromo-1-(2,5-dibromophenyl)ethane-1-one was used instead ofIntermediate 1-1, and 2-aminopyridine was used instead of2-amino-5-bromopyridine.

(2) Synthesis of Intermediate 174-2

1.82 g (yield: 60%) of Intermediate 174-2 was synthesized in the samemanner as in Synthesis of Intermediate 1-3, except that Intermediate174-1 was used instead of Intermediate 1-2.

(3) Synthesis of Compound 174

3.95 g (yield: 75%) of Compound 174 was synthesized in that same manneras in Synthesis of Compound 1, except mat Intermediate 174-2 was usedinstead of Intermediate 1-3.

Synthesis Example 11 Synthesis of Compound 208

(1) Synthesis of Intermediate 208-1

2.12 g (yield: 60%) of Intermediate 208-1 was synthesized in the samemanner as in Synthesis of Intermediate 1-2, except that2-amino-5-bromopyrimidine was used instead of 2-amino-5-bromoa pyridine.

(2) Synthesis of Intermediate 208-2

1.86 g (yield: 61%) of Intermediate 208-2 was synthesized in the samemanner as in Synthesis of Intermediate 1-3, except that Intermediate208-1 was used instead of Intermediate 1-2.

(3) Synthesis of Compound 208

4.38 g (yield: 83%) of Compound 208 was synthesized in the same manneras in Synthesis of Compound 1, except that Intermediate 208-2 was usedinstead of Intermediate 1-3.

Synthesis Example 12 Synthesis of Compound 209

(1) Synthesis of Compound 209

4.53 g (yield: 85%) of Compound 209 was synthesized in the same manneras in Synthesis of Compound 1, except that Intermediate 208-2 was usedinstead of Intermediate 1-3.

Compounds 1, 33, 185, 187, 51, 189, 127, 158, 191, 174, 208, and 209synthesized according to Synthesis Examples 1 to 12 were identified by¹H nuclear magnetic resonance (NMR) and fast atom bombardment massspectroscopy (MS/FAB), and results thereof are shown in Table 1.

TABLE 1 MS/FAB Compound ¹H NMR (CDCl₃, 400 MHz) found calcd. 18.99-8.97(m, 1H), 8.14-8.06(m, 1H), 526.64 526.66 7.96-7.81(m, 7H),7.80-7.76(m, 1H), 7.73-7.68(m, 2H), 7.60-7.50(m, 3H), 7.47-7.43(m, 1H),7.42-7.37(m, 2H), 7.36-7.26(m, 3H), 6.98-6.94(m, 1H) 33 8.88-8.85(m,1H), 8.82-8.77(m, 4H), 531.64 531.64 8.75-7.72(m, 1H), 8.56-8.52(m, 1H),8.13-8.06(m, 1H), 7.96-7.90(m, 1H), 7.80-7.77(m, 1H), 7.63-7.51(m, 7H),7.45-7.31(m, 4H) 185 9.21-9.17(m, 1H), 8.72-8.70(m, 1H), 478.58 478.578.32-8.30(m, 1H), 8.25-8.16(m, 4H), 8.13-8.07(m, 1H), 7.96-7.91(m, 1H),7.82-7.70(m, 5H), 7.60-7.53(m, 3H), 7.37-7.35(m, 1H) 187 8.99-8.98(m,1H), 8.13-8.07(m, 1H), 676.76 676.77 7.98-7.88(m, 8H), 7.80-7.77(m, 1H),7.71-7.63(m, 6H), 7.60-7.48(m, 4H), 7.45-7.28(m, 8H) 51 8.77-8.75(m,1H), 8.40-8.38(m, 1H), 550.61 550.62 8.15-8.07(m, 2H), 7.96-7.86(m, 4H),7.69-7.62(m, 6H), 7.60-7.47(m, 4H), 7.45-7.38(m, 4H), 7.37-7.32(m, 1H)189 8.93-8.92(m, 1H), 8.13-8.06(m, 2H), 552.88 552.69 8.01-7.90(m, 3H),7.82-7.77(m, 5H), 7.71-7.69(m, 1H), 7.59-7.45(m, 7H), 7.42-7.28(m, 5H)127 8.97-8.95(m, 1H), 8.13-8.04(m, 2H), 565.88 565.69 7.96-7.91(m, 1H),7.86-7.78(m, 2H), 7.59-7.53(m, 3H), 7.48-7.42(m, 2H), 7.34-7.27(m, 6H),7.15-7.06(m, 6H) 158 8.98-8.95(m, 1H), 8.80-8.77(m, 4H), 531.63 531.648.71-7.69(m, 1H), 8.15-8.08(m, 1H), 8.03-7.95(m, 2H), 7.77-7.73(m, 1H),7.70-7.55(m, 8H), 7.43-7.38(m, 2H), 7.74-7.71(m, 1H) 191 8.61-8.59(m,1H), 8.23-8.16(m, 2H), 528.65 526.66 8.13-8.07(m, 1H), 8.05-8.04(m, 1H),8.00-7.86(m, 7H), 7.69-7.63(m, 2H), 7.62-7.53(m, 4H), 7.37-7.30(m, 4H)174 8.83-8.81(m, 1H), 8.19-8.16(m, 1H), 526.64 526.66 8.13-8.11(m, 1H),7.98-7.96(m, 1H), 7.84-7.80(m, 3H), 7.72-7.66(m, 5H), 7.54-7.43(m, 2H),7.41-7.27(m, 6H), 6.99-6.94(m, 2H) 208 9.12-9.08(m, 2H), 8.22-8.16(m,3H), 527.63 527.64 7.99-7.81(m, 4H), 7.72-7.63(m, 3H), 7.59-7.50(m, 4H),7.46-7.44(m, 1H), 7.36-7.27(m, 3H), 6.98-6.94(m, 1H) 209 9.14-9.12(m,1H), 8.94-8.90(m, 2H), 531.62 532.63 8.81-7.78(m, 4H), 8.52-8.50(m, 1H),8.19-8.17(m, 1H), 7.98-7.98(m, 1H), 7.71-7.53(m, 8H), 7.43-7.38(m, 2H)

EXAMPLES Example 1

An anode was prepared by cutting an ITO/Ag/ITO glass substrate, on whichITO/Ag/ITO were respectively deposited to a thickness of 70 Å/1,000 Å/70Å, to a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaning theITO/Ag/ITO glass substrate by using isopropyl alcohol and pure watereach for 5 minutes, and then, exposing the ITO/Ag/ITO glass substrate toUV irradiation and ozone for 30 minutes to clean the ITO/Ag/ITO glasssubstrate. The ITO/Ag/ITO glass substrate was then loaded into a vacuumdeposition apparatus.

N-([1,1′-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazole-3-yl)phenyl-9H-fluorene-2-amine(Compound HT3) and F4-TCNQ were co-deposited on the ITO/Ag/ITO glasssubstrate at a weight ratio of 98:2 to form a hole injection layerhaving a thickness of 100 Å, Compound HT3 was vacuum-deposited on thehole transport layer to form a first hole transport layer having athickness of 1,200 Å, andN,N-d([1,1′-biphenyl]-4-yl)-4′-(9H-carbazole-9-yl)-[1,1′-biphenyl]-4-amine(Compound HT18) was vacuum-deposited on the first hole transport layerto form a second hole transport layer having a thickness of 100 Å.

9,10-di-naphthalene-2-yl-anthracene (ADN) (blue fluorescent host) andN,N,N′,N′-tetraphenyl-pyrene-1,6-diamine (FD1) (blue fluorescent dopant)were co-deposited on the second hole transport layer at a weight ratioof 98:2 to form an emission layer having a thickness of 300 Å.

Then, Compound 1 according to one or more embodiments and LiQ wereco-deposited on the emission layer at a weight ratio of 5:5 to form anelectron transport layer having a thickness of 300 Å, LiF was depositedon the electron transport layer to form an electron injection layerhaving a thickness of 10 Å, and Mg and Ag were vacuum-deposited on theelectron injection layer at a weight ratio of 90:10 to form a cathodeelectrode having a thickness of 120 Å, thereby completing themanufacture of an organic light-emitting device.

Examples 2 to 12 and Comparative Examples 1 to 3

Organic light-emitting devices of Examples 2 to 12 and ComparativeExamples 1 to 3 were manufactured in the same manner as in Example 1,except that Compounds shown in Table 2 were each used instead ofCompound 1 in forming an electron transport layer.

EVALUATION EXAMPLES

The driving voltage, luminance, efficiency, and lifespan of the organiclight-emitting devices manufactured according to Examples 1 to 12 andComparative Examples 1 to 3 were evaluated at a current density of 10mA/cm² by using a Keithley SMU 236 and a luminance meter PR650, andresults thereof are shown in Table 2. The lifespan indicates an amountof time mat lapsed when luminance was 97% of initial luminance (100%)after the organic light-emitting device was driven.

TABLE 2 Electron transport Driving Current Efficiency Color Lifespanlayer voltage density (c coordinates (@ 10 mA/ Material (V) (mA/cm²)d/A) CIE(x,y) cm²) Example 1 Compound 1 3.80 10 5.10 0.140, 0.051 135Example 2 Compound 3.76 10 5.22 0.141, 0.052 142  33 Example 3 Compound3.98 10 4.99 0.141, 0.050 115 185 Example 4 Compound 4.16 10 4.92 0.142,0.051 240 187 Example 5 Compound 4.21 10 4.97 0.141, 0.052 221  51Example 6 Compound 4.11 10 5.03 0.142, 0.050 107 189 Example 7 Compound4.06 10 5.15 0.141, 0.052 128 127 Example 8 Compound 3.85 10 5.25 0.141,0.052 142 158 Example 9 Compound 3.87 10 5.06 0.141, 0.052 121 191Example 10 Compound 3.79 10 5.13 0.141, 0.052 131 174 Example 11Compound 3.75 10 5.15 0.141, 0.052 140 208 Example 12 Compound 3.78 105.18 0.141, 0.052 128 209 Comparative Compound 5.24 10 3.85 0.141, 0.051 35 Example 1 A Comparative Compound 4.23 10 4.78 0.141, 0.050 101Example 2 B Comparative Compound 4.56 10 4.65 0.141, 0.051  70 Example 3C

Referring to Table 2, it was confirmed that the organic light-emittingdevices of Examples 1 to 12 had excellent driving voltage, efficiency,and lifespan, compared to those of the organic light-emitting devices ofComparative Examples 1 to 3.

An organic light-emitting device including the condensed cyclic compoundmay have a low driving voltage, high efficiency, high luminance, highcolor purity, and a long lifespan.

It should be understood that the specific exemplary embodiments of thepresent disclosure described herein should be considered in adescriptive sense only and not for purposes of limitation. Descriptionsof features or aspects within each exemplary embodiment should typicallybe considered as available for other similar features or aspects inother exemplary embodiments.

While exemplary embodiments of the present disclosure have beendescribed with reference to the figures, it will be understood by thoseof ordinary skill in the art that various changes in form and detailsmay be made therein without departing from the spirit and scope asdefined by the following claims.

What is claimed is:
 1. A condensed cyclic compound represented byFormula 1:

in Formula 1, A₁₁ is a C₁-C₆₀ heterocyclic group, A₁₂ is a C₅-C₆₀carbocyclic group or a C₁-C₆₀ heterocyclic group, X₁₁ is O or S, X₁₂ isC, X₁₃ is selected from N, C, and C(R₁₃), X₁₄ is selected from N, C, andC(R₁₄), X₁₃ and X₁₄ are linked via a single bond or a double bond, R₁₁and R₁₂ are each independently selected from a group represented by*-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),and at least one of R₁₁ and R₁₂ is a group represented by*-(L₁₁)_(a11)-(Ar₁₁)c₁₁, b11 and b12 are each independently selectedfrom 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10, L₁₁ is selected from—P(═O)(Q₁)-, a substituted or unsubstituted C₅-C₆₀ carbocyclic group,and a substituted or unsubstituted C₁-C₆₀ heterocyclic group, a11 isselected from 1, 2, 3, and 4, Ar₁₁ is selected from —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),c11 is selected from 1, 2, 3, 4, 5, and 6, R₁₃, R₁₄, and Q₁ to Q₃ areeach independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, anda substituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, and * indicates a binding site to a neighboringatom.
 2. The condensed cyclic compound of claim 1, wherein A₁₁ isselected from a pyrrolidine group, a dihydropyrrole group, anisoindoline group, a piperidine group, a tetrahydropyridine group, adihydropyridine group, a tetrahydroisoquinoline group, adihydroisoquinoline group, an imidazole group, a pyrazole group, athiazole group, an isothiazole group, an oxazole group, an isoxazolegroup, a pyridine group, a pyrazine group, a pyrimidine group, aquinoline group, an isoquinoline group, a benzoquinoline group, aquinoxaline group, a quinazoline group, a benzimidazole group, abenzothiazole group, a benzisothiazole group, a benzoxazole group, abenzisoxazole group, a triazine group, a tetrazine group, and anazacarbazole group.
 3. The condensed cyclic compound of claim 1, whereinA₁₂ is selected from a pyrrolidine group, a dihydropyrrole group, anisoindoline group, a piperidine group, a tetrahydropyridine group, adihydropyridine group, a tetrahydroisoquinoline group, adihydroisoquinoline group, an imidazole group, a pyrazole group, athiazole group, an isothiazole group, an oxazole group, an isoxazolegroup, a pyridine group, a pyrazine group, a pyrimidine group, apyridazine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a quinoxaline group, a quinazoline group, acarbazole group, an azacarbazole group, a benzimidazole group, abenzothiazole group, a benzisothiazole group, a benzoxazole group, abenzisoxazole group, a triazole group, a tetrazole group, a thiadiazolgroup, an oxadiazole group, a triazine group, a tetrazine group, abenzene group, a naphthalene group, a fluorene group, a spiro-bifluorenegroup, an indene group, a pyrrole group, a thiophene group, a furangroup, a benzofuran group, a benzothiophene group, a dibenzofuran group,and a dibenzothiophene group.
 4. The condensed cyclic compound of claim1, wherein R₁₁ and R₁₂ are each independently selected from: a grouprepresented by *-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F, —Cl,—Br, —I, a cyano group, a C₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a cyano group, aphenyl group, and a biphenyl group; a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentacenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, a silolyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolylgroup, an indazolyl group, a purinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, an isoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, abenzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinylgroup, a cinnolinyl group, a phenanthridinyl group, an acridinyl group,a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, a benzosilolyl group, abenzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, abenzoisoxazolyl group, a triazolyl group, a tetrazolyl group, athiadiazolyl group, an oxadiazolyl group, a triazinyl group, acarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranylgroup, a naphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group; a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentacenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, a silolyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolylgroup, an indazolyl group, a purinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, an isoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, abenzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinylgroup, a cinnolinyl group, a phenanthridinyl group, an acridinyl group,a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, a benzosilolyl group, abenzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, abenzoisoxazolyl group, a triazolyl group, a tetrazolyl group, athiadiazolyl group, an oxadiazolyl group, a triazinyl group, acarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranylgroup, a naphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a cyano group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a biphenyl group, a terphenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, an indacenyl group,an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenylgroup, a pentacenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, a silolyl group, an imidazolyl group, a pyrazolyl group,a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an indolyl group, an isoindolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, an isoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinylgroup, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinylgroup, a phenanthridinyl group, an acridinyl group, a phenanthrolinylgroup, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group,a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, an indolocarbazolyl group, —Si(Q₃)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂),and —P(═S)(Q₃₁)(Q₃₂); and —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.
 5. The condensed cyclic compound of claim1, wherein R₁₁ and R₁₂ are each independently selected from: a grouprepresented by *-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F, —Cl,—Br, —I, a cyano group, and a C₁-C₂₀ alkyl group; a C₁-C₂₀ alkyl group,substituted with at least one selected from deuterium, —F, —Cl, —Br, —I,and a cyano group; groups represented by Formulae 5-1 to 5-138; and—Si(Q)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂):

in Formulae 5-1 to 5-138, X₅₁ is selected from O, S, N(R₅₁), andC(R₅₁)(R₆₀), X₅₂ is N or C(R₅₂), X₅₃ is N or C(R₅₃), X₅₄ is N or C(R₅₄),X₅₅ is N or C(R₅₅), X₅₆ is N or C(R₅₆), X₅₇ is N or C(R₅₇), X₅₈ is N orC(R₅₈), and X₅₉ is N or C(R₅₉), R₅₁ to R₆₀ are each independentlyselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a thiophenyl group, a furanyl group, a silolylgroup, a carbazolyl group, an indolyl group, an isoindolyl group, abenzofuranyl group, a benzothiophenyl group, a benzosilolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), and —P(═S)(Q₃₁)(Q₃₂), Q₁ toQ₃ and Q₃₁ to Q₃₃ are each independently selected from a C₁-C₆₀ alkylgroup, a phenyl group, a biphenyl group, and a terphenyl group, b51 isselected from 1, 2, 3, 4, and 5, b52 is selected from 1, 2, 3, 4, 5, 6,and 7, b53 is selected from 1, 2, 3, 4, 5, 6, 7, 8, and 9, b54 isselected from 1, 2, 3, and 4, b55 is selected from 1, 2, and 3, b56 is 1or 2, b57 is selected from 1, 2, 3, 4, 5, and 6, and * indicates abinding site to a neighboring atom.
 6. The condensed cyclic compound ofclaim 1, wherein L₁₁ is selected from: a benzene group, a pentalenegroup, an indene group, a naphthalene group, an azulene group, aheptalene group, an indacene group, an acenaphthalene group, a fluorenegroup, a spiro-bifluorene group, a benzofluorene group, adibenzofluorene group, a phenalene group, a phenanthrene group, ananthracene group, a fluoranthene group, a triphenylene group, a pyrenegroup, a chrysene group, a naphthacene group, a picene group, a perylenegroup, a pentaphene group, a hexacene group, a pentacene group, arubicene group, a coronene group, an ovalene group, a pyrrole group, athiophene group, a furan group, a silole group, a carbazole group, anindole group, an isoindole group, a benzofuran group, a benzothiophenegroup, a benzosilole group, a dibenzofuran group, a dibenzothiophenegroup, a benzocarbazole group, a dibenzocarbazole group, a dibenzosilolegroup, a pyridine group, an imidazole group, a pyrazole group, athiazole group, an isothiazole group, an oxazole group, an isoxazolegroup, a thiadiazol group, an oxadiazole group, a pyrazine group, apyrimidine group, a pyridazine group, a triazine group, a quinolinegroup, an isoquinoline group, a benzoquinoline group, a phthalazinegroup, a naphthyridine group, a quinoxaline group, a quinazoline group,a cinnoline group, a phenanthridine group, an acridine group, aphenanthroline group, a phenazine group, a benzimidazole group, abenzothiazole group, a benzisothiazole group, a benzoxazole group, abenzisoxazole group, a triazole group, a tetrazole group, animidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolegroup; and a benzene group, a pentalene group, an indene group, anaphthalene group, an azulene group, a heptalene group, an indacenegroup, an acenaphthalene group, a fluorene group, a spiro-bifluorenegroup, a benzofluorene group, a dibenzofluorene group, a phenalenegroup, a phenanthrene group, an anthracene group, a fluoranthene group,a triphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, a hexacenegroup, a pentacene group, a rubicene group, a coronene group, an ovalenegroup, a pyrrole group, a thiophene group, a furan group, a silolegroup, a carbazole group, an indole group, an isoindole group, abenzofuran group, a benzothiophene group, a benzosilole group, adibenzofuran group, a dibenzothiophene group, a benzocarbazole group, adibenzocarbazole group, a dibenzosilole group, a pyridine group, animidazole group, a pyrazole group, a thiazole group, an isothiazolegroup, an oxazole group, an isoxazole group, a thiadiazol group, anoxadiazole group, a pyrazine group, a pyrimidine group, a pyridazinegroup, a triazine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a phthalazine group, a naphthyridine group, aquinoxaline group, a quinazoline group, a cinnoline group, aphenanthridine group, an acridine group, a phenanthroline group, aphenazine group, a benzimidazole group, a benzothiazole group, abenzisothiazole group, a benzoxazole group, a benzisoxazole group, atriazole group, a tetrazole group, an imidazopyridinyl group, animidazopyrimidinyl group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,a silolyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a benzosilolylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolylgroup, a pyridinyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinylgroup, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinyl group, a phenanthridinyl group, an acridinyl group,a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group, abenzisoxazolyl group, a triazolyl group, a tetrazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), and —P(═S)(Q₃₁)(Q₃₂),wherein Q₃₁ to Q₃₃ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆(alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀,alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group.
 7. Thecondensed cyclic compound of claim 1, wherein L₁₁ is selected fromgroups represented by Formulae 3-1 to 3-41:

in Formulae 3-1 to 3-41, X₃₁ is O or S, X₃₂ is selected from O, S,N(R₃₃), and C(R₃₃)(R₃₄), R₃, to R₃₄ are each independently selected fromhydrogen, deuterium, —F, —C, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a thiophenyl group, a furanyl group, a silolyl group, acarbazolyl group, an indolyl group, an isoindolyl group, a benzofuranylgroup, a benzothiophenyl group, a benzosilolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃),—N(Q₃₁)(Q₃₂), and —B(Q₃₁)(Q₃₂), Q₃₁ to Q₃₃ are each independentlyselected from a C₁-C₆₀ alkyl group, a phenyl group, a biphenyl group,and a terphenyl group, b31 is selected from 1, 2, 3, and 4, b32 isselected from 1, 2, 3, 4, 5, and 6, b33 is selected from 1, 2, 3, 4, 5,6, 7, and 8, b34 is selected from 1, 2, 3, 4, and 5, b35 is selectedfrom 1, 2, and 3, b36 is 1 or 2, and * and *′ each indicate a bindingsite to a neighboring atom.
 8. The condensed cyclic compound of claim 1,wherein a11 is selected from 1, and
 2. 9. The condensed cyclic compoundof claim 1, wherein Ar₁₁ is selected from: —F, —Cl, —Br, —I, a cyanogroup, a C₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group; a C₁-C₂₀ alkylgroup and a C₁-C₂₀ alkoxy group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a cyano group, a phenylgroup, and a biphenyl group; a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a biphenyl group, a terphenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, an indacenyl group,an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenylgroup, a pentacenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, a silolyl group, an imidazolyl group, a pyrazolyl group,a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an indolyl group, an isoindolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, an isoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinylgroup, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinylgroup, a phenanthridinyl group, an acridinyl group, a phenanthrolinylgroup, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group,a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group; a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentacenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, a silolyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolylgroup, an indazolyl group, a purinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, an isoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, abenzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinylgroup, a cinnolinyl group, a phenanthridinyl group, an acridinyl group,a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, a benzosilolyl group, abenzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, abenzoisoxazolyl group, a triazolyl group, a tetrazolyl group, athiadiazolyl group, an oxadiazolyl group, a triazinyl group, acarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranylgroup, a naphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, and an indolocarbazolyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a cyano group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a biphenyl group, a terphenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, an indacenyl group,an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenylgroup, a pentacenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, a silolyl group, an imidazolyl group, a pyrazolyl group,a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an indolyl group, an isoindolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, an isoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinylgroup, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinylgroup, a phenanthridinyl group, an acridinyl group, a phenanthrolinylgroup, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group,a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, abenzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group,a triazolyl group, a tetrazolyl group, a thiadiazolyl group, anoxadiazolyl group, a triazinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a benzocarbazolyl group, a naphthobenzofuranyl group, anaphthobenzothiophenyl group, a naphtobenzosilolyl group, adibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenylgroup, a dinaphthosilolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinylgroup, a benzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, anindenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolylgroup, an indolocarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂),and —P(═S)(Q₃₁)(Q₃₂); and —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.
 10. The condensed cyclic compound of claim1, wherein Ar₁₁ is selected from: —F, —Cl, —Br, —I, a cyano group, and aC₁-C₂₀ alkyl group; a C₁-C₂₀ alkyl group, substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, and a cyano group; groupsrepresented by Formulae 5-1 to 5-138; and —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and—P(═S)(Q₁)(Q₂):

in Formulae 5-1 to 5-138, X₅₁ is selected from O, S, N(R₅₁), andC(R₅₁)(R₆₀), X₅₂ is N or C(R₅₂), X₅₃ is N or C(R₅₃), X₅₄ is N or C(R₅₄),X₅₅ is N or C(R₅₅), X₅₆ is N or C(R₅₆), X₅₇ is N or C(R₅₇), X₅₈ is N orC(R₅₈), and X₅₉ is N or C(R₅₉) R₅₁ to R₆₀ are each independentlyselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a thiophenyl group, a furanyl group, a silolylgroup, a carbazolyl group, an indolyl group, an isoindolyl group, abenzofuranyl group, a benzothiophenyl group, a benzosilolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), and —P(═S)(Q₃₁)(Q₃₂), Q₁ toQ₃ and Q₃₁ to Q₃₃ are each independently selected from a C₁-C₆₀ alkylgroup, a phenyl group, a biphenyl group, and a terphenyl group, b51 isselected from 1, 2, 3, 4, and 5, b52 is selected from 1, 2, 3, 4, 5, 6,and 7, b53 is 1, 2, 3, 4, 5, 6, 7, 8, and 9, b54 is selected from 1, 2,3, and 4, b55 is selected from 1, 2, and 3, b56 is 1 or 2, b57 isselected from 1, 2, 3, 4, 5, and 6, and * indicates a binding site to aneighboring atom.
 11. The condensed cyclic compound of claim 1, whereinAr₁₁ is selected from: —F, —Cl, —Br, —I, a cyano group, a methyl group,an ethyl group, an n-propyl group, an iso-propyl group, an n-butylgroup, an iso-butyl group, a sec-butyl group, and a tert-butyl group; amethyl group, an ethyl group, an n-propyl group, an iso-propyl group, ann-butyl group, an iso-butyl group, a sec-butyl group, and a tert-butylgroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, and a cyano group; groups represented by Formulae 6-1 to6-257; and —S(═O)(Ph), —S(═O)₂(Ph), —P(═O)(Ph)₂, and —P(═S)(Ph)₂:

in Formulae 6-1 to 6-257, t-Bu indicates a tert-butyl group, Phindicates a phenyl group, 1-Naph indicates a 1-naphthyl group, 2-Naphindicates a 2-naphthyl group, and * indicates a binding site to aneighboring atom.
 12. The condensed cyclic compound of claim 1, whereinthe condensed cyclic compound represented by Formula 1 is represented byFormula 1-1:

in Formula 1-1, Y₁₁ to Y₁₈ are each independently selected from N,C(R_(x)), and C(R_(y)), provided that at least one of Y₁₁ to Y₁₈ isC(R_(y)), R_(x) is selected from hydrogen, deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),R_(y) is a group represented by *-(L₁₁)_(a11)-(Ar₁₁)_(c11), X₁₁, L₁₁,a11, Ar₁₁, c11, and Q₁ to Q₃ are the same as described in connectionwith Formula 1, and * indicates a binding site to a neighboring atom.13. The condensed cyclic compound of claim 12, wherein Y₁₁ is C(R_(y)),and Y₁₂ to Y₁₈ are each independently selected from N, C(R_(x)), andC(R_(y)); Y₁₂ is C(R_(y)), and Y₁₁ and Y₁₃ to Y₁₈ are each independentlyselected from N, C(R_(x)), and C(R_(y)); Y₁₃ is C(R_(y)), and Y₁₁, Y₁₂,and Y₁₄ to Y₁₈ are each independently selected from N, C(R_(x)), andC(R_(y)); Y₁₄ is C(R_(y)), and Y₁₁ to Y₁₃ and Y₁₅ to Y₁₈ are eachindependently selected from N, C(R_(x)), and C(R_(y)); Y₁₅ is C(R_(y)),and Y₁₁ to Y₁₄ and Y₁₆ to Y₁₈ are each independently selected from N,C(R_(x)), and C(R_(y)); Y₁₆ is C(R_(y)), and Y₁₁ to Y₁₅, Y₁₇, and Y₁₈are each independently selected from N, C(R_(x)), and C(R_(y)); Y₁₇ isC(R_(y)), and Y₁₁ to Y₁₆ and Y₁₈ are each independently selected from N,C(R_(x)), and C(R_(y)); or Y₁₈ is C(R_(y)), and Y₁₁ to Y₁₇ are eachindependently selected from N, C(R_(x)), and C(R_(y)).
 14. The condensedcyclic compound of claim 1, wherein the condensed cyclic compoundrepresented by Formula 1 is represented by one of Formulae 1-11 to 1-18,1-21 to 1-27, 1-31 to 1-37, 1-41 to 1-47, 1-51 to 1-57, 1-61 to 1-67,1-71 to 1-77, and 1-81 to 1-87:

in Formulae 1-11 to 1-18, 1-21 to 1-27, 1-31 to 1-37, 1-41 to 1-47, 1-51to 1-57, 1-61 to 1-67, 1-71 to 1-77, and 1-81 to 1-87, R_(11a), R_(11b),R_(11c), R_(11d), R_(12a), R_(12b), R_(12c), and R_(12d) are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C60 heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),and X₁₁, L₁₁, a11, Ar₁₁, c11, and Q₁ to Q₃ are the same as described inconnection with Formula
 1. 15. The condensed cyclic compound of claim14, wherein R_(11a), R_(11b), R_(11c), R_(11d), R_(12a), R_(12b),R_(12c), and R_(12d) are each independently selected from: hydrogen,deuterium, —F, —Cl, —Br, —I, a cyano group, a methyl group, an ethylgroup, an n-propyl group, an iso-propyl group, an n-butyl group, aniso-butyl group, a sec-butyl group, and a tert-butyl group; a methylgroup, an ethyl group, an n-propyl group, an iso-propyl group, ann-butyl group, an iso-butyl group, a sec-butyl group, and a tert-butylgroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, and a cyano group; and a phenyl group, a naphthyl group,and a pyridinyl group.
 16. The condensed cyclic compound of claim 1,wherein the condensed cyclic compound represented by Formula 1 isselected from Compounds 1 to 211:


17. An organic light-emitting device comprising: a first electrode; asecond electrode; and an organic layer disposed between the firstelectrode and the second electrode, the organic layer comprising anemission layer and a condensed cyclic compound represented by Formula 1:

in Formula 1, A₁₁ is a C₁-C₆₀ heterocyclic group, A₁₂ is a C₅-C₆₀carbocyclic group or a C₁-C₆₀ heterocyclic group, X₁₁ is O or S, X₁₂ isC, X₁₃ is selected from N, C, and C(R₁₃), X₁₄ is selected from N, C, andC(R₁₄), X₁₃ and X₁₄ are linked via a single bond or a double bond, R₁₁and R₁₂ are each independently selected from a group represented by*-(L₁₁)_(a11)-(Ar₁₁)c₁₁, hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),and at least one of R₁₁ and R₁₂ is a group represented by*-(L₁₁)_(a11)—(Ar₁₁)c₁₁, b11 and b12 are each independently selectedfrom 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10, L₁₁ is selected from a singlebond, a substituted or unsubstituted C₅-C₆₀ carbocyclic group, and asubstituted or unsubstituted C₁-C₆₀ heterocyclic group, a11 is selectedfrom 0, 1, 2, 3, and 4, Ar₁₁ is selected from —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂),c11 is selected from 1, 2, 3, 4, 5, and 6, R₁₃, R₁₄, and Q₁ to Q₃ areeach independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, asubstituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, anda substituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, and * indicates a binding site to a neighboringatom.
 18. The organic light-emitting device of claim 17, wherein thefirst electrode is an anode, the second electrode is a cathode, theorganic layer further comprises an electron transport region between thesecond electrode and the emission layer, and the electron transportregion comprises the condensed cyclic compound.
 19. An organiclight-emitting device comprising: a first electrode; a second electrode;and an organic layer disposed between the first electrode and the secondelectrode, the organic layer comprising a condensed cyclic compound,wherein the condensed cyclic compound comprises a multicyclic structureincluding a bicyclic structure of two fused 5-member heterocyclic rings,one of the two fused 5-member heterocyclic rings comprises two N atomsas hetero atoms, other one of the two fused 5-member heterocyclic ringscomprises O atom or S atom as a hetero atom, the multicyclic structurecomprises tetracyclic structure or higher order polycyclic structure, atleast one hydrogen of the multicyclic structure is substituted with F,Cl, Br, I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group and an organic substituentgroup, and the organic substituent group comprises at least one C atomand optionally comprises at least one of N, S, O, P, Si, B, F, Cl, Br,and I atoms.
 20. The organic light-emitting device of claim 19, whereinthe two fused 5-member heterocyclic rings are two fused 5-memberheteroaryl rings, the multicyclic structure is a tetracyclic structurecomprising 4 fused aromatic rings, at least one hydrogen of themulticyclic structure is substituted with a group represented by*-(L₁₁)_(a11)-(Ar₁₁)c₁₁, L₁₁ is selected from a single bond, asubstituted or unsubstituted C₅-C₆₀ carbocyclic group, and a substitutedor unsubstituted C₁-C₆₀ heterocyclic group, a11 is selected from 0, 1,2, 3, and 4, Ar₁₁ is selected from —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstitutedC₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)₂(Q₁),—S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), and —P(═S)(Q₁)(Q₂), c11 is selected from 1,2, 3, 4, 5, and 6, Q₁ to Q₃ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstitutedC₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and * indicates a binding site to a neighboring atom.